Synthesis and Biological Activity of Diastereomeric Racemates of Asymmetric 1, 3, 2-Benzodioxaphosphorin Derivatives

Chem. J. Chinese Universities ›› 1999, Vol. 20 ›› Issue (9): 1390.

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Synthesis and Biological Activity of Diastereomeric Racemates of Asymmetric 1, 3, 2-Benzodioxaphosphorin Derivatives

CHENG Jun-Ran, WEN Jia, SHAO Rui-Lian, CAO Huan-Yan, HUANG Run-Qiu

Institute of Elemento-Organic Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China

Received:1998-12-16 Online:1999-09-24 Published:1999-09-24

Abstract

Abstract: New 6-substituted-2-alkoxy (aryloxy)-4-(2, 4-dichlorophenyl)-4H-1, 3, 2-benzodi-oxaphosphorin₂-sulfides 3a-3g were synthesized utilizing PTC cyclization reaction.Seven couples of compounds 3a-3g diastereomeric racemates (Aand B) were separated by crystallization.Their structures were confirmed by ¹HNMR, ³¹PNMR and elementary analysis.The single-crystal X-ray analysis of 3a-A indicated that its relative configuration is (2R,4S;2S, 4R).The preliminary bioassays indicate that compound 3c has a good insecticide activity.The diastereomeric racemates Aand Bshow a synergistic insecticide activity.

Key words: Synthesis, 1,3,2-Benzodioxaphosphorin, Diastereomeric racemete, Biological activity

CLC Number:

O626.12

TrendMD:

CHENG Jun-Ran, WEN Jia, SHAO Rui-Lian, CAO Huan-Yan, HUANG Run-Qiu. Synthesis and Biological Activity of Diastereomeric Racemates of Asymmetric 1, 3, 2-Benzodioxaphosphorin Derivatives[J]. Chem. J. Chinese Universities, 1999, 20(9): 1390.

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Synthesis and Biological Activity of Diastereomeric Racemates of Asymmetric 1, 3, 2-Benzodioxaphosphorin Derivatives

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