QUATERNARY AMINO-SUGARS - SYNTHESIS AND CHARACTERIZATION OF QUATERNARY AMMONIUM-SALTS OF N-SUBSTITUTED DERIVATIVES OF 6-AMINO-6-DEOXY-1,2-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE

被引：0

作者：

SHARMA, L ^{[1
]}

SINGH, S ^{[1
]}

机构：

[1] GURU NANAK DEV UNIV, DEPT CHEM, AMRITSAR 143005, PUNJAB, INDIA

来源：

INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 1994年 / 33卷 / 09期

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Coupling of secondary amines viz. dimethylamine, diethylamine and diisopropylamine with 5,6-anhydro-1,2-O-isopropylidene-alpha-D-glucofuranose (1) afford amino sugars, 2, 3 and 4, having a tertiary amino group linked to carbon-6 of glucose moiety. Quaternization of 2, 3 and 4 with methyl iodide yield title compounds 5, 6 and 8 in quantitative yield. Likewise, 7 has been synthesized in 60% yield by reaction of 3 with benzyl chloride.

引用

页码：851 / 854

页数：4

共 41 条

[21] AMINO-SUGARS .58. SYNTHESIS OF ALLYL 2-ACETAMIDO-3,6-DI-O-BENZYL-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE AND OF CHITOBIOSE DERIVATIVES BY OXAZOLINE PROCEDURE
WARREN, CD
JEANLOZ, RW
CARBOHYDRATE RESEARCH, 1977, 53 (01) : 67 - 84
[22] AMINOSACCHARIDES .2. SYNTHESIS OF 6-O-(2-AMINO-2-DEOXY-ALPHA-D-GLUCOPYRANOSYL)-D-GALACTOSE HYDROCHLORIDE AND 6-O-(2-AMINO-2-DEOXY-BETA-D-GLUCOPYRANOSYL)-D-GALACTOSE HYDROCHLORIDE AND DERIVATIVES
LLOYD, PF
ROBERTS, GP
JOURNAL OF THE CHEMICAL SOCIETY, 1965, (DEC): : 6910 - &
[23] BRANCHED-CHAIN SUGARS .4. SYNTHESIS OF 5,6-DIDEOXY-5-C-HYDROXYMETHYL-1,2-O-ISOPROPYLIDENE-6-C-NITRO-3-O-SUBSTITUTED-ALPHA-D-GLUCOSE DERIVATIVES
YOSHIMURA, J
IIDA, T
WAKAI, H
FUNABASH.M
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1973, 46 (10) : 3207 - 3209
[24] SYNTHESIS AND INVESTIGATION OF THE POSSIBLE INSULIN-LIKE ACTIVITY OF 1D-4-O(2-AMINO-2-DEOXY-ALPHA-D-GLUCOPYRANOMYOINOSITOL AND 1D-6-O(2-AMINO-2-DEOXY-ALPHA-D-GLUCOPYRANOMYOINOSITOL 1-PHOSPHATE AND 1D-6-O-(2-AMINO-2-DEOXY-ALPHA-D-GLUCOPYRANOSYL)MYOINOSITOL 1,2-(CYCLIC PHOSPHATE)
ZAPATA, A
LEON, Y
MATO, JM
VARELANIETO, I
PENADES, S
MARTINLOMAS, M
CARBOHYDRATE RESEARCH, 1994, 264 (01) : 21 - 31
[25] SYNTHESIS, CRYSTAL-STRUCTURE, AND CONFORMATION OF 3-O-(6-O-ACETYL-2,3-ANHYDRO-4-DEOXY-ALPHA-L-RIBO-HEXOPYRANOSYL)-1,2-5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE
KRAJEWSKI, JW
GLUZINSKI, P
URBANCZYKLIPKOWSKA, Z
BANASZEK, A
DOBLER, M
CARBOHYDRATE RESEARCH, 1984, 134 (01) : 11 - 22
[26] SYNTHESIS OF 6,7-DIDEOXY-6,7-EPIMINO-1,2-3,4-DI-O-ISOPROPYLIDENE-D(AND L)-GLYCERO-ALPHA-D-GALACTO-HEPTOPYRANOSE AND ITS CONVERSION INTO 6-AMINO-6-DEOXYHEPTOSE
SAEKI, H
OHKI, E
CHEMICAL & PHARMACEUTICAL BULLETIN, 1969, 17 (09) : 1974 - +
[27] ENZYMIC SYNTHESIS OF O-ALPHA-D-GLUCOPYRANOSYL (1-]6)-2-AMINO-2-DEOXY-D-GLUCOPYRANOSE AND ITS N-ACETYL DERIVATIVE
TARENTINO, AL
MALEY, F
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1969, 130 (1-2) : 80 - +
[28] BRANCHED-CHAIN GLYCOSYL ALPHA-AMINO-ACIDS .2. SYNTHESIS OF 2-D-3-DEOXY-1,2-5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOS-3-YL)GLYCINE AND 2-6-(3-DEOXY-1,2-5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOS-3-YL)GLYCINE - ANALOGS OF SUGAR MOIETY OF POLYOXINS
ROSENTHAL, A
RICHARDS, CM
SHUDO, K
CARBOHYDRATE RESEARCH, 1973, 27 (02) : 353 - 362
[29] AMINO-SUGARS .91. LIPID INTERMEDIATES OF COMPLEX POLYSACCHARIDE BIOSYNTHESIS .6. CHEMICAL SYNTHESIS OF P1-2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSYL P2-DOLICHYL PYROPHOSPHATE
WARREN, CD
JEANLOZ, RW
CARBOHYDRATE RESEARCH, 1974, 37 (01) : 252 - 260
[30] BASE-CATALYZED ISOMERIZATION OF KETO SUGARS - SYNTHESIS OF METHYL 6-DEOXY-2,3-O-ISOPROPYLIDENE BETA-D-RIBO-HEXOPYRANOSID-4-ULOSE AND ITS CONVERSION INTO DERIVATIVES OF 4-AMINO-4,6-DIDEOXY-D-ALLOSE
STEVENS, CL
BALASUBRAMANIAN, KK
CARBOHYDRATE RESEARCH, 1972, 21 (01) : 166 - +

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