A FACILE SYNTHESIS OF FRAGMENT-D OF ANTIBIOTIC, NOSIHEPTIDE

被引：0

作者：

UMEMURA, K

TATE, T

YAMAURA, M

YOSHIMURA, J

YONEZAWA, Y

SHIN, C

机构：

[1] IWAKI MEISEI UNIV,COLL SCI & ENGN,IWAKI,FUKUSHIMA 970,JAPAN

[2] KANAGAWA UNIV,FAC TECHNOL,ORGAN CHEM LAB,KANAGAWA KU,YOKOHAMA,KANAGAWA 221,JAPAN

来源：

SYNTHESIS-STUTTGART | 1995年 / 11期

关键词：

ANTIBIOTIC; NOSIHEPTIDE; FRAGMENT D; CHIRAL SYNTON; D-GLYCERALDEHYDE;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile synthesis of the N,O-diprotected fragment D of Nosiheptide, 2-[(1'S,3'S)-1'-amino-3'-carboxy-3'-hydroxypropyl]thiazole-4-carboxylic acid, from (S)-2,2-dimethyl-1,3-dioxalane-4-acetaldehyde in 10 steps and 10.6 % overall yield, is described.

引用

页码：1423 / &

共 13 条

[1] DEPIARE H, 1977, TETRAHEDRON LETT, P1395
[2] DEPIRE H, 1977, TETRAHEDRON, P1401
[3] DEPIRE H, 1977, TETRAHEDRON, P1397
[4] DONDONI A, 1995, SYNTHESIS-STUTTGART, P181
[5] PREPARATION OF ETHYL 5(S),6-EPOXY-3(R)-(METHOXYMETHOXY)HEXANOATE - A KEY CHIRAL INTERMEDIATE FOR MEVINOLIN AND COMPACTIN
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[J]. TETRAHEDRON LETTERS, 1985, 26 (09) : 1185 - 1188
[6] A FACILE SYNTHETIC APPROACH TO THE FRAGMENT-D OF ANTIBIOTIC NOSIHEPTIDE, 2-[1-AMINO-3-CARBOXY-3-HYDROXY-(1S,3S)-PROPYL]-THIAZOLE-4-CARBOXYLIC ACID
IWAKAWA, M
KOBAYASHI, Y
IKUTA, S
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[J]. CHEMISTRY LETTERS, 1982, (12) : 1975 - 1978
[7] HIGHLY MODIFIED CYSTEINE-CONTAINING ANTIBIOTICS - CHEMICAL-STRUCTURE AND CONFIGURATION OF NOSIHEPTIDE
PASCARD, C
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LUNEL, J
PRANGE, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (19) : 6418 - 6423
[8] CATALYTIC-OXIDATION OF AZIDO "SUGARS-3-AMINO-3-DEOXY-D-GLUCURONIC ACID AND 4-AMINO-4-DEOXY-D-GLUCURONIC ACID
PAULSEN, H
KOEBERNICK, W
AUTSCHBACH, E
[J]. CHEMISCHE BERICHTE-RECUEIL, 1972, 105 (05): : 1524 - +
[9] STRUCTURE OF NOSIHEPTIDE, A POLYTHIAZOLE-CONTAINING ANTIBIOTIC
PRANGE, T
DUCRUIX, A
PASCARD, C
LUNEL, J
[J]. NATURE, 1977, 265 (5590) : 189 - 190
[10] SHIN C, UNPUB

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