Process for Producing Optically Active (R)-Tetrahydrothiophene-3-ol with High Optical Purity and High Purity: Bioconversion and Crystallization

Kaname Konuki; Hazuki Nagai; Masashi Ito; Tomohiro Sameshima

doi:10.1021/op4002627

Process for Producing Optically Active (R)-Tetrahydrothiophene-3-ol with High Optical Purity and High Purity: Bioconversion and Crystallization

Organic Process Research & Development ◽

10.1021/op4002627 ◽

2014 ◽

Vol 18 (2) ◽

pp. 310-314 ◽

Cited By ~ 2

Author(s):

Kaname Konuki ◽

Hazuki Nagai ◽

Masashi Ito ◽

Tomohiro Sameshima

Keyword(s):

High Purity ◽

Optical Purity ◽

Optically Active ◽

High Optical Purity

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ChemInform Abstract: CHIRAL TETRAALKYLMETHANES. TWO SYNTHESES OF OPTICALLY ACTIVE BUTYLETHYLMETHYLPROPYLMETHANE OF KNOWN AND HIGH OPTICAL PURITY

Chemischer Informationsdienst ◽

10.1002/chin.198050151 ◽

1980 ◽

Vol 11 (50) ◽

Author(s):

W. TEN HOEVE ◽

H. WYNBERG

Keyword(s):

Optical Purity ◽

Optically Active ◽

High Optical Purity

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Preparation of optically active aromatic sulphoxides of high optical purity by the direct oxidation of the sulphides in the presence of bovine serum albumin

Journal of the Chemical Society Chemical Communications ◽

10.1039/c39790000402 ◽

1979 ◽

pp. 402 ◽

Cited By ~ 35

Author(s):

Toyonari Sugimoto ◽

Toshio Kokubo ◽

Jinsei Miyazaki ◽

Shigeo Tanimoto ◽

Masaya Okano

Keyword(s):

Bovine Serum Albumin ◽

Serum Albumin ◽

Bovine Serum ◽

Optical Purity ◽

Optically Active ◽

Direct Oxidation ◽

High Optical Purity

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ChemInform Abstract: Selective Oxidation of Optically Active sec,sec-1,2-Diols by Dioxiranes. A Practical Method for the Synthesis of Homochiral α- Hydroxy Ketones in High Optical Purity.

ChemInform ◽

10.1002/chin.199342086 ◽

2010 ◽

Vol 24 (42) ◽

pp. no-no

Author(s):

L. D'ACCOLTI ◽

A. DETOMASO ◽

C. FUSCO ◽

A. ROSA ◽

R. CURCI

Keyword(s):

Selective Oxidation ◽

Optical Purity ◽

Practical Method ◽

Optically Active ◽

High Optical Purity ◽

Hydroxy Ketones

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Preparation of secondary alcohols of high optical purity

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19860401 ◽

1986 ◽

Vol 51 (2) ◽

pp. 401-403 ◽

Cited By ~ 6

Author(s):

Otakar Červinka ◽

Anna Fábryová ◽

Irina Sablukova

Keyword(s):

Nmr Spectroscopy ◽

Optical Purity ◽

Optically Active ◽

Secondary Alcohols ◽

Lithium Aluminium Hydride ◽

Enantioselective Reduction ◽

H Nmr ◽

Lithium Aluminium ◽

High Optical Purity ◽

Optically Pure

Partially resolved enantiomers of optically active alcohols I-V, obtained by enantioselective reduction of the corresponding ketones with lithium aluminium hydride in the presence of (-)-quinine, were converted into crystalline 3,5-dinitrobenzoates or phenylcarbamates. The esters of the nearly optically pure enantiomers were separated by crystallization from the generally more soluble esters of the racemates. Optical purity of the hydrolytically liberated alcohols was determined by 1H NMR spectroscopy in the presence of chiral shifting agents.

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A Convenient Synthesis of Optically Active Unhindered Aliphatic Alcohols with High Optical Purity from Non-racemic ?-Hydroxy Sulfides.

ChemInform ◽

10.1002/chin.200510051 ◽

2005 ◽

Vol 36 (10) ◽

Author(s):

Byung Tae Cho ◽

Dong Jun Kim

Keyword(s):

Optical Purity ◽

Optically Active ◽

Aliphatic Alcohols ◽

High Optical Purity ◽

Convenient Synthesis

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ChemInform Abstract: Chiral Synthesis via Organoboranes. Part 20. Conversion of Boronic Esters of Essentially 100% Optical Purity to B-Alkyl-9-borabicyclo(3.3.1)nonanes of Very High Optical Purity. Synthesis of Optically Active Homologated Esters, Nitrile

ChemInform ◽

10.1002/chin.198923060 ◽

1989 ◽

Vol 20 (23) ◽

Author(s):

H. C. BROWN ◽

N. N. JOSHI ◽

C. PYUN ◽

B. SINGARAM

Keyword(s):

Optical Purity ◽

Optically Active ◽

Chiral Synthesis ◽

High Optical Purity ◽

Boronic Esters ◽

Very High

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Applications of Optically Active Aryl Cyanohydrins in the Synthesis of α-Hydroxy Aldehydes, α-Hydroxy Ketones and β-Hydroxy Amines

Australian Journal of Chemistry ◽

10.1071/ch9902045 ◽

1990 ◽

Vol 43 (12) ◽

pp. 2045 ◽

Cited By ~ 72

Author(s):

WR Jackson ◽

HA Jacobs ◽

GS Jayatilake ◽

BR Matthews ◽

KG Watson

Keyword(s):

Optical Purity ◽

Optically Active ◽

Aryl Aldehydes ◽

High Optical Purity ◽

Hydroxy Ketones ◽

Hydroxy Aldehydes

Cyanohydrins, prepared in high optical purity from aryl aldehydes, have been converted into α- hydroxy aldehydes, β- hydroxy ketones and β- hydroxy amines without any racemization and frequently with good stereoselectivity for the erythro-diastereoisomer (>90%) at the newly introduced stereogenic centre.

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