Category: 3685-23-2

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Investigating the Stability of Double Head to Tail Dimers and Ribbons in Multicomponent Crystals of cis-4-Aminocyclohexanecarboxylic Acid with Water and Oxalic Acid.Reference of cis-4-Aminocyclohexane carboxylic acid.

The current contribution aims to study the stability of commonly occurring motifs present in certain amino acid structures after introducing addnl. mols. to form multicomponent crystals. The crystal structures of the amino acid cis-4-aminocyclohexanecarboxylic acid hemihydrate I and dehydrate II forms and that of its oxalate salt cocrystd. with oxalic acid III, were studied employing a combination of techniques. Both single-crystal and powder x-ray diffraction were used to solve the structures, while temperature-control powder X-ray diffraction was used to follow the dehydration of I. Regardless of the added mols. that induce modifications of the intermol. interactions within the crystals, some recurring supramol. structures were identified: double head to tail dimers, graph symbol R22(16), and ribbons, graph symbol R22(16)R34(10). Stabilities of these supramol. motifs were studied using theor. modeling with DFT/B3LYP/6-31++G (d,p) and PM6-D2H calculations The theor. calculations reproduced the exptl. findings, confirming the extraordinary stability of these motifs. The mol. recognition of amino acid pairs to form double head to tail-dimers is undoubtedly the initial driving force for the crystal formation in all the three crystals studied.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Reference of cis-4-Aminocyclohexane carboxylic acid. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Pd-Catalyzed γ-C(sp3)-H Fluorination of Free Amines. Author is Chen, Yan-Qiao; Singh, Sukriti; Wu, Yongwei; Wang, Zhen; Hao, Wei; Verma, Pritha; Qiao, Jennifer X.; Sunoj, Raghavan B.; Yu, Jin-Quan.

The first example of free amine γ-C(sp3)-H fluorination is realized using 2-hydroxynicotinaldehyde as the transient directing group. A wide range of cyclohexyl and linear aliphatic amines could be fluorinated selectively at the γ-Me and methylene positions. Electron withdrawing 3,5-disubstituted pyridone ligands were identified to facilitate this reaction. Computational studies suggest that the turnover determining step is likely the oxidative addition step for methylene fluorination, while it is likely the C-H activation step for Me fluorination. The explicit participation of Ag results in a lower energetic span for methylene fluorination and a higher energetic span for Me fluorination, which is consistent with the exptl. observation that the addition of silver salt is desirable for methylene but not for Me fluorination. Kinetic studies on Me fluorination suggest that the substrate and PdL are involved in the rate-determining step, indicating that the C-H activation step may be partially rate-determining Importantly, an energetically preferred pathway has identified an interesting pyridone-assisted bimetallic transition state for the oxidative addition step in methylene fluorination, thus uncovering a potential new role of the pyridone ligand.

Here is just a brief introduction to this compound(3685-23-2)Reference of cis-4-Aminocyclohexane carboxylic acid, more information about the compound(cis-4-Aminocyclohexane carboxylic acid) is in the article, you can click the link below.

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: cis-4-Aminocyclohexane carboxylic acid( cas:3685-23-2 ) is researched.Application of 3685-23-2.Karpavicius, K.; Patockiene, L.; Knunyants, I. L. published the article 《Synthesis of derivatives of stereoisomeric aminocyclohexanecarboxylic acids containing an acyl residue of p-[bis(2-chloroethyl)amino]phenylacetic acid》 about this compound( cas:3685-23-2 ) in Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya. Keywords: chloroethylamino phenylacetamide carboxycyclohexyl; aminophenyl acetamide chloroethyl carboxycyclohexyl; cyclohexyl bischloroethylaminophenylacetamide. Let’s learn more about this compound (cas:3685-23-2).

Cyclohexylamines I (R = cis- and trans-4-CO2H and -CH2CO2H, H, cis-3-CO2H) reacted with 4-(ClCH2CH2)2NC6H4CH2COCl to give amides II in 55-72% yield. I (R = trans-4-CO2Et) reacted with 4-(ClCH2CH2)2NC6H4CH2CO2H in presence of dicyclohexylcarbodiimide or ClCO2Bu to give resp. II.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Related Products of 3685-23-2. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Analysis of metabolites and metabolic mechanism in Bt transgenic and non-transgenic maize. Author is Zhang, Liyuan; Yu, Runzhong; Yu, Yingbo.

The gas chromatog.-mass spectrometry was used to isolate and identify metabolites of non-transgenic and Bacillus thuringiensis transgenic maize. The non-targeted metabolomics technique was used to anal. the metabolic pathway and mechanism of two kinds of maize. The methanol was used as extractant and the N,O-bis(trimethylsilyl) trifluoroacetamide was used as derivatization reagent. 38 kinds of metabolites were isolated and identified from non-transgenic maize, and 61 kinds of metabolites were isolated and identified in Bacillus thuringiensis transgenic maize. The specific metabolites between non-transgenic and Bacillus thuringiensis transgenic maize were analyzed. The metabolic pathway of specific metabolites was analyzed by KEGG annotation. The metabolic mechanism of non-transgenic maize and Bacillus thuringiensis transgenic maize was explored. The result indicated there were more metabolites involved in metabolic pathways in Bacillus thuringiensis transgenic maize than in non-transgenic maize, and tricarboxylic acid cycle and energy metabolism pathways of Bacillus thuringiensis transgenic maize are found to be higher than that of non-transgenic maize. The metabolic pathway of Bacillus thuringiensis transgenic maize conforms to the biol. activity law.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Application In Synthesis of cis-4-Aminocyclohexane carboxylic acid. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Identification and Biological Evaluation of a Series of 1H-Benzo[de]isoquinoline-1,3(2H)-diones as Hepatitis C Virus NS5B Polymerase Inhibitors. Author is Ontoria, Jesus M.; Rydberg, Edwin H.; Di Marco, Stefania; Tomei, Licia; Attenni, Barbara; Malancona, Savina; Martin Hernando, Jose I.; Gennari, Nadia; Koch, Uwe; Narjes, Frank; Rowley, Michael; Summa, Vincenzo; Carroll, Steve S.; Olsen, David B.; De Francesco, Raffaele; Altamura, Sergio; Migliaccio, Giovanni; Carfi, Andrea.

The hepatitis C virus (HCV) NS5B RNA-dependent RNA polymerase (RdRp) plays a central role in virus replication. NS5B has no functional equivalent in mammalian cells and, as a consequence, is an attractive target for inhibition. Herein, we present 1H-benzo[de]isoquinoline-1,3(2H)-diones as a new series of selective inhibitors of HCV NS5B polymerase. The HTS hit 1 shows submicromolar potency in two different HCV replicons (1b and 2b) and displays no activity on other polymerases (HIV-RT, Polio-pol, GBV-b-pol). These inhibitors act during the pre-elongation phase by binding to NS5B non-nucleoside binding site Thumb Site II as demonstrated by crystal structure of compound 1 with the ΔC55-1b and ΔC21-2b enzymes and by mutagenesis studies. SAR in this new series reveals inhibitors, such as 20, with low micromolar activity in the HCV replicon and with good activity/toxicity window in cells.

Here is just a brief introduction to this compound(3685-23-2)Application In Synthesis of cis-4-Aminocyclohexane carboxylic acid, more information about the compound(cis-4-Aminocyclohexane carboxylic acid) is in the article, you can click the link below.

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《A suitable solvent for molecular-weight determinations according to Rast》. Authors are Wendt, Gerhard.The article about the compound:cis-4-Aminocyclohexane carboxylic acidcas:3685-23-2,SMILESS:N[C@H]1CC[C@H](CC1)C(O)=O).Recommanded Product: 3685-23-2. Through the article, more information about this compound (cas:3685-23-2) is conveyed.

The lactam (I) of cis-hexahydro-p-aminobenzoic acid (II), m. 196°, results in 3.3-g. yield from 5 g. of the mixture of cis- and trans-II. For the separation of the 2 isomers of II, the hydrogenation product from 4 g. of p-H2NC6H4CO2H in 20 cc. H2O is treated with 180 cc. absolute EtOH to precipitate 1.9 g. crude cis-II, 2 crystallizations of which from dilute EtOH give the pure acid, m. 304-5°, sublimes 210-20°/6 × 10-4 mm.; contrary to the observation of Orthner and Hein (C. A. 27, 4776) the acid melts before sublimation; their transformation of the cis to the trans acid could not be verified. Addition of 400 cc. ether to the filtrate from the cis acid gives (standing 24 hrs.) 1.9 g. crude trans acid; this is purified by solution in 10 cc. H2O and precipitation with 125 cc. absolute EtOH; it m. 186-8° (decomposition), sublimes 210-20°/3 × 10-4 mm. I is a suitable substitute for camphor in the mol.-weight determination according to Rast. The m.-p. lowering constant is 40 (the same as camphor); the molar heat of melting is 1.37 kg.-cal. (for camphor 1.55 kg.-cal.). Because of the solubility in I, it is specially suitable for the determination of the mol. weights of di- and tripeptides (e. g., Me p-aminobenzoyl-p-aminobenzoate, Me p-nitrobenzoyl-p-aminobenzoyl-p-aminobenzoate, leucylglycine, glycylleucine), disaccharides (e. g., saccharose and cellobiose) and nucleosides (e. g., uridine and adenosine), most of which are insoluble in camphor. However, certain compounds (uric acid, creatine, glycylglycine) are insoluble in I.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Stereochemical investigations of 1,4-substituted cyclohexane derivatives. 4-Hydroxy- and 4-aminocyclohexane-1-carboxylic acid and their esters; and 4-hydroxy-1-hydroxymethylcyclohexane》. Authors are Schneider, Woldemar; Huettermann, A..The article about the compound:cis-4-Aminocyclohexane carboxylic acidcas:3685-23-2,SMILESS:N[C@H]1CC[C@H](CC1)C(O)=O).Electric Literature of C7H13NO2. Through the article, more information about this compound (cas:3685-23-2) is conveyed.

Malonic ester synthesis with ethyl β-chloropropionate, followed by ring closure of the product obtained gave 4-hydroxy-1-cyclohexanone (I). Hydrogenation of I (Raney-Ni, atm. pressure, room temperature) in alk. medium gave cis-4-hydroxycyclohexane-1-carboxylic acid (cis-II), m. 152°; Et ester, (cis-III) b12 130°. Hydrogenation of ethyl 4-hydroxybenzoic acid (Raney-Ni, 150 atm., 150°) gave trans-III, b13 139-140°, saponification of which gave the trans-II, m. 119.5°. Reduction of trans-III with Na-EtOH or LiAlH4, gave a cis-trans mixture of 4-hydroxy-1-hydroxymethylcyclohexane (IV), from which the trans isomer (V) was separated, m. 104°; the cis isomer (VI) was recovered by distillation from the residue. Hydrogenation of ethyl 4-aminobenzoic acid (Ru-C, 110 atm., 80°) gave a cis-trans mixture of 4-amino-1-carbethoxycyclohexane (VII), which was separated by distillation, giving cis-VII and trans-VII. The exptl. determined dipole moments (μ in Debye units) of these compounds are: cis-II 2.10 ± 0.1, trans-II 246 ± 0.002, cis-III 2.86 ± 0.03, trans-III 2.56 ± 0.04, VI 2.29 ± 0.02, V 2.60 ± 0.1, cis-VII 2.60 ± 0.01, and trans-VII 2.44 ± 0.02.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 3685-23-2, is researched, SMILESS is N[C@H]1CC[C@H](CC1)C(O)=O, Molecular C7H13NO2Journal, Pharmaceutical Chemistry Journal (Translation of Khimiko-Farmatsevticheskii Zhurnal) called Synthesis and antitumor activity of nonsymmetric phosphoric acid triamides, Author is Kosykhova, L.; Palaima, A.; Stumbryavichyute, Z., the main research direction is phosphoric acid triamide nonsym preparation acute toxicity antitumor activity; amide phosphoric acid nonsym preparation acute toxicity antitumor activity.Reference of cis-4-Aminocyclohexane carboxylic acid.

R1R2P(O)NHR3 (R1, R2 independently = aziridino, N(CH2CH2Cl)2, NMe2, morpholino or NHCH2CH2OH; R3 = 4-R-substituted cyclohexyl (R = H, cis- and trans-CO2H, cis- and trans-CO2Et)) were prepared and tested for acute toxicity and antitumor activity. All the 12 tested compounds possess a lower antitumor activity as compared to that of the reference drug thiophosphamide. The antitumor activity of nonsym. phosphoric acid triamides is determined for the most part by the nature of amide residues attached at the P atom. The antitumor effect can be varied within a broad range by changing this residue, the maximum antitumor activity being inherent in nonsym. triamides containing the ethylenimine residue.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 3685-23-2, is researched, SMILESS is N[C@H]1CC[C@H](CC1)C(O)=O, Molecular C7H13NO2Journal, Article, Bioorganic & Medicinal Chemistry Letters called Conformationally restricted indolopiperidine derivatives as potent CCR2B receptor antagonists, Author is Witherington, J.; Bordas, V.; Cooper, D. G.; Forbes, I. T.; Gribble, A. D.; Ife, R. J.; Berkhout, T.; Gohil, J.; Groot, P. H. E., the main research direction is indolylazabicyclooctylmethylcyclohexyl dichlorocinnamamide preparation CCR2B receptor antagonist.HPLC of Formula: 3685-23-2.

The preparation and biol. evaluation of a series of indolopiperidine CCR2B receptor antagonists possessing a conformationally restricted C-5 linker chain in combination with a restricted piperidine ring are described. Compared to the parent compound, the analog I shows a dramatic improvement in selectivity against a range of 5-HT and dopaminergic receptors.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Recommanded Product: 3685-23-2. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Knoevenagel Reaction. Kinetic study of the reaction of (+)-3-methyl-cyclohexanone with malononitrile. Author is Prout, Franklin S.; Beaucaire, Victor D.; Dyrkacz, Gary R.; Koppes, William M.; Kuznicki, Robert E.; Marlewski, Theordore A.; Pienkowski, James J.; Puda, Jacqueline M..

The condensation of malononitrile with (+)-3-methylcyclohexanone produced an 80-85% yield of (-)-3-methylcyclohexylidenemalononitrile. The reaction, followed polarimetrically in aqueous alc., is kinetically second order and efficiently catalyzed by weak bases (ω-amino acids, cyclic amino acids, NH4OAc) furnishing solutions having an apparent pH 7.5-8.0. With β-alanine as catalyst, the Ea was 7.6 kcal/mole compared to 11 kcal/mole uncatalyzed. Stronger bases (Barbital, NaOAc, LOAc, KF, piperidine) effect more rapid condensation but poorer kinetics because of telomerization of malononitrile at the higher pHs.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate