Synthesis of 2′-O-[(4"-O-stearoyl)-α-L-fucopyranosyl]thymidine:: A Shimofuridin analogue

被引：0

作者：

Ning, J ^{[1
]}

Kong, FZ ^{[1
]}

机构：

[1] Acad Sinica, Ecoenvironm Sci Res Ctr, Beijing 100085, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1997年 / 7卷 / 23期

关键词：

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A synthesis of the title compound has been achieved. The procedure involves a facile preparation of 1'-(3',5'-di-O-benzyl-A-D-ribofUranosyl)-thymine (8) with 1,2-anhydroribofuranose (7) as the glycosyl donor, stereoselective formation of a 1,2-cis (alpha) interglycoside bond with 4-O-stearoylated pyrimidin-2-yl 1 thio-beta-L-fucopyranoside (16) as the glycosyl donor. (C) 1997 Elsevier Science Ltd.

引用

页码：2941 / 2944

页数：4

共 50 条

[41] SYNTHESIS OF O-BETA-D-GLUCOPYRANOSYL-(1-]3)-O-ALPHA-L-FUCOPYRANOSYL-L-THREONINE
GAREGG, J
NORBERG, T
CARBOHYDRATE RESEARCH, 1976, 52 (DEC) : 235 - 240
[42] A FACILE SYNTHESIS OF PARA-NITROPHENYL 2-O-ALPHA-L-FUCOPYRANOSYL-BETA-D-GALACTOPYRANOSIDE
MATTA, KL
PISKORZ, CF
BARLOW, JJ
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1981, 181 (MAR): : 24 - CARB
[43] The synthesis of methyl 3-O-(beta-D-fucopyranosyl)-beta-D-quinovopyranoside and its 3'-O-, 2',3'-Di-O-, and 2',3'-Di-O-methyl derivatives
Khatuntseva, EA
Sherman, AA
Shashkov, AS
Dabrowski, J
Nifantev, NE
BIOORGANICHESKAYA KHIMIYA, 1997, 23 (03): : 228 - 233
[44] An efficient synthesis of 2′-O-(β-D-glucopyranosyl)- and 2′-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-L-biopterins
Hanaya, T
Soranaka, K
Harada, K
Yamaguchi, H
Suzuki, R
Endo, Y
Yamamoto, H
Pfleiderer, W
HETEROCYCLES, 2006, 67 (01) : 299 - 310
[45] SYNTHETIC STUDIES IN CARBOHYDRATES .22. SYNTHESIS OF PHENYL 2-ACETAMIDO-2-DEOXY-4-O-ALPHA-L-FUCOPYRANOSYL-BETA-D-GLUCOPYRANOSIDE AND PARA-NITROPHENYL 2-ACETAMIDO-2-DEOXY-6-O-ALPHA-L-FUCOPYRANOSYL-BETA-D-GLUCOPYRANOSIDE
RANA, SS
BARLOW, JJ
MATTA, KL
CARBOHYDRATE RESEARCH, 1982, 101 (02) : 245 - 253
[46] SYNTHESIS AND CONFIGURATIONAL ANALYSIS OF DIASTEREOMERS OF 5'-O-(2'-DEOXYADENOSYL)-3'-O-(2'-DEOXYADENOSYL)-PHOSPHOROTHIOATE
MOON, BJ
HUH, KL
KIM, SK
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 1993, 14 (01) : 52 - 55
[47] SYNTHESIS OF 2-ACETAMIDO-2-DEOXY-4-O-ALPHA-D-MANNOPYRANOSYL-ALPHA-D-GLUCOSE AND 2-ACETAMIDO-2-DEOXY-4-O-ALPHA-L-FUCOPYRANOSYL-ALPHA-D-GLUCOSE
SHABAN, MAE
JEANLOZ, RW
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1971, (MAR-A): : 1 - &
[48] Synthesis of O-[2-acetamido-2-deoxy-6-O-stearoyl- and -6-O-(2- tetradecylhexadecanoyl)-β-D-glucopyranosyl]-(1 &rarr 4)-N-acetylnormuramoyl-L- α-aminobutanoyl-D-isoglutamine, lipophilic disaccharide analogues of MDP
Ledvina, M., 1600, (251):
[49] SYNTHESIS OF METHYL O-(BETA-D-GALACTOPYRANOSYL)-(1-]3)-O-[ALPHA-L-FUCOPYRANOSYL-(1-]4)]-2-ACETAMIDO-2-DEOXY-6-O-SULFO-BETA-D-GLUCOPYRANOSIDE SODIUM-SALT AS A POTENTIAL LIGAND FOR SELECTIN MOLECULES (VOL 266, PG 279, 1995)
VIG, R
JAIN, RK
MATTA, KL
CARBOHYDRATE RESEARCH, 1995, 272 (01) : C3 - C3
[50] Synthesis of 3′-deoxy-3′-[18F]fluoro-thymidine with 2,3′-anhydro-5′-O-(4,4′-dimethoxytrityl)thymidine
Wodarski, C
Eisenbarth, J
Weber, K
Henze, M
Haberkorn, U
Eisenhut, M
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2000, 43 (12): : 1211 - 1218

← 1 2 3 4 5 →