Synthesis of (5R)-4-Methyl-5-phenyl-1,3,4-oxadiazinan-2-one and some N-acyl derivatives from (R)-phenylglycine

被引：15

作者：

Rodrigues, A

Olivato, PR

Rittner, R

机构：

[1] Univ Sao Paulo, Inst Quim, Conformat Anal & Elect Interact Lab, BR-05513970 Sao Paulo, SP, Brazil

[2] Univ Estadual Campinas, Inst Chem, Phys Organ Chem Lab, BR-13084971 Campinas, SP, Brazil

来源：

SYNTHESIS-STUTTGART | 2005年 / 15期

关键词：

(R)-phenylglycine; 1,3,4-oxadiazinan-2-ones; heterocycles; acylation; carboxylic acids;

D O I：

10.1055/s-2005-872101

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(5R)-4-Methyl-5 -pheny 1- 1,3,4-oxadiazinan-2-one was synthesized from (R)-phenylelycine in five steps and in 65% overall yield. In addition, a convenient and practical method for N-acylation of 1,3,4-oxadiazinan-2-one directly with acids in the presence of DCC and catalytic quantities of DMAP is described. The acylated products were obtained in excellent yields.

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页码：2578 / 2582

页数：5

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