Abstract
A novel protocol for the asymmetric synthesis of 3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one is reported. Darzens condensation reactions of anisaldehyde with dichloroacetates, followed substitution reaction of sodium o-nitrophenylthiolate and bakers' yeast reduction furnished 2-hydroxy-3-(4-methoxyphenyl)-3-(2-nitrophenylsulfanyl)-propionates. Further reduction of a nitro group and cyclization gave the title compound.
Original language | English |
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Pages (from-to) | 147-151 |
Number of pages | 5 |
Journal | Heterocycles |
Volume | 66 |
Issue number | 1 |
DOIs | |
Publication status | Published - Dec 31 2005 |
ASJC Scopus subject areas
- Analytical Chemistry
- Pharmacology
- Organic Chemistry