Asymmetric Synthesis and Crystal Structure of β-Lactam Derivatives of1,5-Benzothiazepines

Chem. J. Chinese Universities ›› 2001, Vol. 22 ›› Issue (11): 1829.

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Asymmetric Synthesis and Crystal Structure of β-Lactam Derivatives of₁,5-Benzothiazepines

LI Yuan¹, ZHANG Ping¹, LI Xu², ZHANG Li-Jun¹

1. Department of Chemistry, Hebei Normal University, Shijiazhuang 050016, China;
2. Department of Basic Course, The Chinese Policemen Army College, Langfang 065000, China

Received:2000-08-31 Online:2001-11-24 Published:2001-11-24

Abstract

Abstract: Five optially active β-lactam derivatives of1,5 benzothiazepine have been synthesized by the reaction of 1,5 benzothiazepines with Nprotected glycine chloride using chiral oxazolidone as the chiral auxiliary and characterized by elementary analysis, IR,¹H NMR, MSand [α]_D²⁰. The crystal structure of compound Ⅱb was determined by single crystal X-ray diffraction. Crystal data: Mr=553.05, monoclinic with P2₁2_{1_{2₁ space group, a=1.2293(2) nm, b=2.6026(5) nm, c=1.0146(2) nm, β=90°, V=3.2461(10) nm³, F (000)=1344, Z=4, D_c=1.312 g/cm³, R=0.0584, wR=0.1140. The structure analysis reveals that the conformation of sever-membered ring is chair-like, the substituents at C8 and C9 in β-lactam ring are located on the same side.}}

Key words: Asymmetric synthesis, 1,5-Benzothiazepine, β-Lactam, 4R-Phenyloxazolidone

CLC Number:

O626

TrendMD:

LI Yuan, ZHANG Ping, LI Xu, ZHANG Li-Jun . Asymmetric Synthesis and Crystal Structure of β-Lactam Derivatives of₁,5-Benzothiazepines[J]. Chem. J. Chinese Universities, 2001, 22(11): 1829.

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Asymmetric Synthesis and Crystal Structure of β-Lactam Derivatives of₁,5-Benzothiazepines

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