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Our interest on engineering non-ribosomal synthetase responsible for SW-163 biosynthesis prompted us to determine the relative and absolute configuration of antitumor cyclic depsipeptide SW-163s. We first isolated and identified SW-163 homologs D, F and G as known compounds UK-63598, UK-65662 and UK-63052, respectively. Both enantiomers of the unusual constitutive amino acid, N-methylnorcoromic acid, were synthesized in chiral forms starting from (R)- and (S)-1,2-propanediol. The hydrolyzate of SW-163D, a major constituent of this family, was converted with Marfey’s reagent, 1-fluoro-2,4-dinitrophenyl-5-L- alanine-amide (L-FDAA), and the resulting mixture of amino acid derivatives was subjected to an LC/MS analysis. Compared with authentic samples, the analytical data unambiguously show that SW-163D consisted of L-Ala, D-Ser and (1S, 2S)-N-methylnorcoronamic acid. The remaining stereochemistry of the N-methylcysteine moieties was determined from NOE data.

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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

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Safety of (S)-Propane-1,2-diol, New discoveries in chemical research and development in 2021. In homogeneous catalysis, catalysts are in the same phase as the reactants. A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes. 4254-15-3, Name is (S)-Propane-1,2-diol, molecular formula is C3H8O2. belongs to chiral-oxygen-ligands compounds. In a Article,once mentioned of 4254-15-3

Two new inclusion compounds of chiral guest molecules in chiral metal?organic framework (MOF) were obtained by soaking the crystalline [Zn2(dmf)(bdc)(S-lac)]·DMF (dmf = N,N-dimethylformamide; bdc = terephthalate; S-lac = S-lactate) in neat R-1,2-propanediol (R-pd) or S-1,2-propanediol (S-pd). Single crystal X-ray analysis for [Zn2(dmf)(bdc)(S-lac)]·R-pd (1) and [Zn2(S-pd)2(bdc)(S-lac)]·S-pd (2) showed that two enantiomers of the same alcohol react quite differently with the chiral porous framework, occupying different positions and form different types of interactions with the host. While the R-pd acts only as a guest molecule inside the channels, the S-pd coordinates to zinc cations of the framework and substitutes both guest and coordinated DMF of the original MOF. The chirality of 1,2-propanediol guest molecules has a considerable effect on luminescent properties of the [Zn2(dmf)(bdc)(S-lac)] host. The luminescence spectra of [Zn2(S-pd)2(bdc)(S-lac)]·S-pd and the original [Zn2(dmf)(bdc)(S-lac)]·DMF are almost identical while the luminescence spectra of [Zn2(dmf)(bdc)(S-lac)]·R-pd features new peak, compared with the original host. Also, the incorporation of alcohol guest molecules has different impact on quantum yields of the luminescence of the host, depending on the chirality of the isomer. In a more general prospect, such enantiomer-dependent luminescent properties of [Zn2(dmf)(bdc)(S-lac)] represent a chiral luminescence sensing, which is quite an extraordinary and rare phenomenon for chiral MOFs.

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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

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AlEt3-promoted eliminative ring-opening of beta-epoxy alcohols leading to alpha-hydroxy olefins is reported. This eliminative ring-opening reaction is shown to be highly stereoselective, thus providing an alternative asymmetric synthesis for alpha-hydroxy olefins.

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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

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A dimer bearing two phenylterthiophene parts linked by a chiral moiety with a minimized molecular volume has been synthesized. This chiral dimer exhibits a chiral nematic phase and its helical structure can be fixed by cooling rapidly. The helical pitch is shorter than the visible light wavelength and the reflection band can be tuned between near ultraviolet and infrared wavelengths by mixing enantiomers of the dimer or changing the temperature. The hole and electron mobilities in the chiral nematic phase are of the order of 10-5 cm2 V-1 s-1. Circularly polarized light emission has been observed in the chiral nematic phase. In the fluidic chiral nematic phase, circularly polarized photoluminescence can be switched to a non-polarized state reversibly by the application of the electric field.

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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

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Computed Properties of C3H8O2, Modeling chemical reactions helps engineers virtually understand the chemistry, optimal size and design of the system, and how it interacts with other physics that may come into play. 4254-15-3, Name is (S)-Propane-1,2-diol, molecular formula is C3H8O2, belongs to chiral-oxygen-ligands compounds. In a Article,once mentioned of 4254-15-3

Glycerol dehydrogenase (GDH, EC 1.1.1.6, from Enterobacter aerogenes or Cellulomonas sp.) catalyzes the interconversion of analogues of glycerol and dihydroxyacetone.Its substrate specificity is quite different from than of horse liver alcohol dehydrogenase (HLADH), yeast alcohol dehydrogenase, and other alcohol dehydrogenases used in enzyme-catalyzed organic synthesis and is thus a useful new enzymic catalyst for the synthesis of enantiomerically enriched and isotopically labeled organic molecules.This paper illustrates synthetic applications of GDH as a reduction catalyst by the enantioselective reduction of 1-hydroxy-2-propanone and 1-hydroxy-2-butanone to the corresponding R 1,2-diols (ee = 95-98percent). (R)-1,2-Butanediol-2-d1 was prepared by using formate-d1 as the ultimate reducing agent.Comparison of (R)-1,2-butanediol prepared by reduction of 1-hydroxy-2-butanone enzymatically and with actively fermenting bakers’ yeast indicated than yield and enantiomeric purity were similar by the two procedures.Reactions proceeding in the direction of substrate oxidation usually suffer from slow rates and incomplete conversions due to product inhibition.The kinetic consequences of product inhibition (competitive, noncompetitive, and mixed) for practical synthetic applications of GDH, HLADH, and other oxidoreductases are analyzed.In general, product inhibition seems the most serious limitation to the use of these enzymes as oxidation catalysts in organic synthesis.

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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

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A new dinuclear chiral Co(salen) complexes bearing group 13 metals have been synthesized and characterized. The easily prepared complexes exhibited very high catalytic reactivity and enantioselectivity for the asymmetric ring opening of epoxides with H2O, chloride ions and carboxylic acids and consequently provide enantiomerically enriched terminal epoxides (>99% ee). It also catalyzes the asymmetric cyclization of ring opened product, to prepare optically pure terminal epoxides in one step. The homogeneous dinuclear chiral Co(salen) have been covalently immobilized on MCM-41. The potential benefits of heterogenization include facilitation of catalyst separation and recyclability requiring very simple techniques. The system described is very efficient.

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 4254-15-3 . Computed Properties of C3H8O2

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

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An efficient synthesis of iso-cladospolide B and cladospolide B has been achieved using Jacobsen’s hydrolytic kinetic resolution (HKR), Sharpless asymmetric dihydroxylation and Yamaguchi macrolactonization as the key steps.

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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

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Asymmetric hydrogenation of a series of alpha-hydroxy aromatic ketones in methanol catalyzed by Cp*Ir(OTf)(MsDPEN) (MsDPEN = N-(methanesulfonyl)-1, 2-diphenylethylenediamine) affords the 1-aryl-1,2-ethanediols in up to 99% ee. The reaction can be conducted with a substrate-to-catalyst molar ratio at high as 6000 under 10 atm of H2-1-Hydroxy-2-propanone is also hydrogenated with high enantioselectivity.

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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

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The triphenylphosphine-benzoyl peroxide (TPP-BPO) reagent initiates stereospecific benzoylation of secondary carbinol stereocenters with essentially complete inversion of stereochemistry.Monobenzoylations of 1,2-propanediol and styrene glycol with TPP-BPO and triphenylphosphine-diethyl azodicarboxylate-benzoic acid reagents afford a predominance of the more sterically encumbered C-2 benzoate with complete inversion of stereochemistry.Formation of a quintessential 1,3,2lambda5-dioxaphospholane intermediate, followed by proton-assisted and highly stereoselective ring opening of the phospholanes to isomeric oxyphosphonium ions, allows for Arbusov displacement of triphenylphosphine oxide by benzoate anion.This rationale adequately accounts for both the high chemoselectivity and the stereochemistry of the reactions.

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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

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The present invention provides for compounds of formula (I) wherein A2, L2, R1g, R2A, R3A, R4A, R1a, R1b, q1, and z are as defined in the specification, are prodrugs of CB2 receptors ligands and as such are useful in the prevention and treatment of various diseases and conditions including, but not limited to, pain.

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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