Asymmetric synthesis of ACE inhibitor-Benazepril HCl via a bioreductive reaction
β Scribed by Ching-Yao Chang; Teng-Kuei Yang
- Book ID
- 104359952
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- English
- Weight
- 207 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0957-4166
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β¦ Synopsis
An enantioselective synthesis of the potent angiotensin converting enzyme (ACE) inhibitor (2S, 3%S)-2-(1-carboxymethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-4-phenylbutyric acid ethyl ester hydrochloride, Benazepril HCl 4, has been achieved through an asymmetric reduction of 4-(2-nitrophenyl)-2,4-dioxobutyric acid ethyl ester 6b employing baker's yeast as the reductive catalyst.
π SIMILAR VOLUMES
Some straightforward chemical transformations of oxazine diol 4, which was obtained from sorbaldehyde 2 by an asymmetric hetero Diels-Alder reaction followed by osmylation, led to the protected dihydroxypyrrolidine-aldehyde 8a and, after basic epimerisation, to 8b. Reduction of the aldehyde moiety a
Diastereoselective reduction Ring