A NOVEL SYNTHESIS OF (3R,4R)-4-ACETOXY-3-[(R)-1-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]-2-AZETIDINONE, THE VERSATILE KEY INTERMEDIATE OF CARBAPENEM SYNTHESIS, FROM (S)-ETHYL LACTATE

被引：33

作者：

ITO, Y ^{[1
]}

KAWABATA, T ^{[1
]}

TERASHIMA, S ^{[1
]}

机构：

[1] SAGAMI CHEM RES CTR,SAGAMIHARA,KANAGAWA 229,JAPAN

来源：

TETRAHEDRON LETTERS | 1986年 / 27卷 / 47期

关键词：

D O I：

10.1016/S0040-4039(00)85317-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：5751 / 5754

页数：4

共 29 条

[1] STUDIES ON LACTAMS .75. ABSOLUTE-CONFIGURATION OF ALPHA-SUBSTITUTED BETA-LACTAMS FROM D-GLYCERALDEHYDE ACETONIDE
BOSE, AK
HEGDE, VR
WAGLE, DR
BARI, SS
MANHAS, MS
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (02) : 161 - 163
[2] THIENAMYCIN TOTAL SYNTHESIS - STEREOCONTROLLED INTRODUCTION OF THE HYDROXYETHYL SIDE-CHAIN
BOUFFARD, FA
CHRISTENSEN, BG
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (11) : 2208 - 2212
[3] A SYNTHETIC APPROACH TO (+)-THIENAMYCIN FROM METHYL (R)-3-HYDROXYBUTANOATE - A NEW ENTRY TO (3R,4R)-3-[(R)-1-HYDROXYETHYL]-4-ACETOXY-2-AZETIDINONE
CHIBA, T
NAKAI, T
[J]. CHEMISTRY LETTERS, 1985, (05) : 651 - 654
[4] AN IMPROVED ENTRY TO A KEY INTERMEDIATE FOR THIENAMYCIN SYNTHESIS FROM METHYL (R)-3-HYDROXYBUTANOATE VIA DIRECT EPIMERIZATION AT C-3 ON 2-AZETIDINONE RINGS
CHIBA, T
NAKAI, T
[J]. TETRAHEDRON LETTERS, 1985, 26 (38) : 4647 - 4648
[5] A FACILE, STEREOCONTROLLED ENTRY TO KEY INTERMEDIATES FOR THIENAMYCIN SYNTHESIS FROM ETHYL (S)-3-HYDROXYBUTANOATE
CHIBA, T
NAGATSUMA, M
NAKAI, T
[J]. CHEMISTRY LETTERS, 1985, (09) : 1343 - 1346
[6] RECENT DEVELOPMENTS IN THE FIELD OF BETA-LACTAM ANTIBIOTICS
DURCKHEIMER, W
BLUMBACH, J
LATTRELL, R
SCHEUNEMANN, KH
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (03): : 180 - 202
[7] PRACTICAL PREPARATION OF 4(R)-ALLYLAZETIDINONES AND 4(R)-(1-METHYLALLYL)AZETIDINONES
FLIRI, H
MAK, CP
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (19) : 3438 - 3442
[8] FROM PENICILLIN TO PENEM AND CARBAPENEM .8. INTRODUCTION OF AN ALLYL GROUP AT THE C-4 POSITION OF THE AZETIDINONE MOLECULE, AND THE SYNTHESIS OF DETHIATHIENAMYCIN
FUJIMOTO, K
IWANO, Y
HIRAI, K
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (05) : 1363 - 1369
[9] FROM PENICILLIN TO PENEM AND CARBAPENEM .9. C1-UNIT INTRODUCTION AND THE CARBAPENAM SYNTHESIS FROM THE PENICILLIN MOLECULE
FUJIMOTO, K
IWANO, Y
HIRAI, K
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (06) : 1887 - 1896
[10] GUANTI G, 1985, SYNTHESIS-STUTTGART, P609

← 1 2 3 →