Remarkable Chemo-, Regio-, and Enantioselectivity in Lipase-Catalyzed Hydrolysis: Efficient Resolution of (±)-threo-Ethyl 3-(4-Methoxyphenyl)-2,3-diacetoxypropionate Leading to Chiral Intermediates of (+)-Diltiazem-Reference-Cited by-同舟云学术

Remarkable Chemo-, Regio-, and Enantioselectivity in Lipase-Catalyzed Hydrolysis: Efficient Resolution of (±)-threo-Ethyl 3-(4-Methoxyphenyl)-2,3-diacetoxypropionate Leading to Chiral Intermediates of (+)-Diltiazem

Published:1996-01-01 Issue:19 Volume:61 Page:6730-6732
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Desai Shrivallabh B.¹,Argade Narshinha P.¹,Ganesh Krishna N.¹

Affiliation:

1. Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/jo960835l

Reference27 articles.

1. Diltiazem Hydrochloride : Synthetic and Pharmacological Studies and Development

2. Reaction of 3-phenylglycidic esters. Part 2. Stereo- and regio-selectivity in the oxirane ring opening of methyl trans-3-(4-methoxyphenyl)glycidate with various thiophenols and the effects of solvent and temperature

3. The practical resolution of (2RS,3RS)-2-hydroxy-3-(4-methoxyphenyl)-3-(2-nitrophenylthio)propionic acid, a key intermediate for diltiazem, with L-lysine.

4. Asymmetric induction at two contiguous stereogenic centers by diastereoface differentiating nucleophilic addition reaction

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