ENANTIOSELECTIVE SYNTHESIS OF BETA,BETA-DIFLUOROMALIC ACID VIA ENZYMATIC RESOLUTION OF FURYL SUBSTITUTED DERIVATIVE

被引：13

作者：

TSUKAMOTO, T ^{[1
]}

YOSHIYAMA, T ^{[1
]}

KITAZUME, T ^{[1
]}

机构：

[1] TOKYO INST TECHNOL,DEPT BIOENGN,MIDORI KU,YOKOHAMA,KANAGAWA 227,JAPAN

来源：

TETRAHEDRON-ASYMMETRY | 1991年 / 2卷 / 08期

关键词：

D O I：

10.1016/S0957-4166(00)80453-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

(R)-and (S)-N,N-Diethyl 2,2-difluoro-3-(2-furyl)-3-hydroxypropionamide 7 have been obtained via enzymic resolution of the racemic acetate using lipase MY from Candida cylindracea. Ozonolysis of the (S)-7 followed by hydrolysis afforded the (S)-beta,beta-difluoromalic acid 1.

引用

收藏

页码：759 / 762

页数：4

相关论文

共 23 条

[1] LIPASE CATALYZED ENANTIOSELECTIVE HYDROLYSIS OF 2-METHYL 3-ACETOXY ESTERS [J].

AKITA, H ;

MATSUKURA, H ;

OISHI, T .

TETRAHEDRON LETTERS, 1986, 27 (43) :5241-5244

[2]

BETAGERI R, 1985, J ORG CHEM, V50, P5480

[3] QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS [J].

CHEN, CS ;

FUJIMOTO, Y ;

GIRDAUKAS, G ;

SIH, CJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) :7294-7299

[4] STEREOSPECIFIC TOTAL SYNTHESIS OF PROSTAGLANDINS-E3 AND F3ALPHA [J].

COREY, EJ ;

SHIRAHAMA, H ;

YAMAMOTO, H ;

TERASHIMA, S ;

VENKATESWARLU, A ;

SCHAAF, TK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (06) :1490-+

[5] TOTAL SYNTHESIS OF (S)-12-HYDROXY-5,8,14-CIS-10-TRANS-EICOSATETRAENOIC ACID (SAMUELSSONS HETE) [J].

COREY, EJ ;

NIWA, H ;

KNOLLE, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (06) :1942-1943

[6]

Filler R., 1982, BIOMEDICAL ASPECTS F

[7] STRUCTURE AND SYNTHESIS OF DIHYDROXYPENTYLURACIL FROM BACTERIOPHAGE SP-15 DEOXYRIBONUCLEIC-ACID [J].

HAYASHI, H ;

NAKANISHI, K ;

BRANDON, C ;

MARMUR, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (26) :8749-8757

[8] SYNTHESIS OF 2-DEOXY-2,2-DIFLUORO-D-RIBOSE AND 2-DEOXY-2,2-DIFLUORO-D-RIBOFURANOSYL NUCLEOSIDES [J].

HERTEL, LW ;

KROIN, JS ;

MISNER, JW ;

TUSTIN, JM .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (11) :2406-2409

[9]

KITAZUME T, 1991, ACS SYM SER, V456, P175

[10]

KRANSA AI, 1961, J BIOL CHEM, V236, P749