ASYMMETRIC PREPARATION OF 1,2,2,2-TETRAFLUOROETHYL METHYL-ETHER, AN INTERMEDIATE IN THE SYNTHESIS OF VOLATILE ANESTHETICS

被引：10
|
作者：
ROZOV, LA [1 ]
RAMIG, K [1 ]
机构：
[1] OHMEDA INC,DIV PHARMACEUT PROD,MURRAY HILL,NJ 07974
来源：
TETRAHEDRON LETTERS | 1994年 / 35卷 / 26期
关键词：
D O I：
10.1016/S0040-4039(00)60711-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
1-Methoxytetrafluoropropionic acid (2) is resolved by diastereomeric amide formation with (S)-(-)-1-phenethylamine/chromatography/hydrolysis. Both enantiomers are obtained in greater than or equal to 99% ee. Conversion of each enantiomeric acid to its potassium salt followed by thermolysis in triethylene glycol/1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU) gives the enantiomers of 1,2,2,2-tetrafluoroethyl methyl ether (1) with a very high degree of stereospecificity. The use of DMPU as co-solvent results in a significant yield improvement.
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收藏
页码：4501 / 4504
页数：4
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