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Merck
CN
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文件

安全信息

390879

Sigma-Aldrich

1,2,3,4-四-O-乙酰-β-D-吡喃葡萄糖

98%

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别名:
1,2,3,4-Tetra-O-acetyl-beta-D-glucose
经验公式（希尔记法）:
C14H20O10
CAS号:
13100-46-4
分子量:
348.30
EC 号:
236-018-2
MDL编号:
MFCD00063260
UNSPSC代码:
12352201
PubChem化学物质编号:
24864350
NACRES:
NA.22

质量水平

100

检测方案

98%

形式

solid

旋光性

[α]20/D +11°, c = 6 in chloroform

mp

126-128 °C (lit.)

SMILES字符串

CC(=O)O[C@@H]1O[C@H](CO)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O

InChI

1S/C14H20O10/c1-6(16)20-11-10(5-15)24-14(23-9(4)19)13(22-8(3)18)12(11)21-7(2)17/h10-15H,5H2,1-4H3/t10-,11-,12+,13-,14-/m1/s1

InChI key

FEQXFAYSNRWXDW-RKQHYHRCSA-N

一般描述

1,2,3,4-Tetra-O-acetyl-β-ᴅ-glucopyranoseis a carbohydrate that is used in the synthesis of disaccharides and D-glucose6-phosphate.

应用

经证实，该磷酰化衍生物在肌醇合成酶的底物研究以及阴离子表面活性剂的制备中很有价值。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

监管及禁止进口产品

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Beata Liberek et al.
Carbohydrate research, 341(13), 2275-2285 (2006-07-15)
The single-crystal X-ray diffraction and high-resolution 1H and 13C NMR spectral data for methyl 2,5-di-O-acetyl-beta-D-glucofuranosidurono-6,3-lactone and 1,2,5-tri-O-acetyl-beta-D-glucofuranurono-6,3-lactone are reported. The lactones were synthesized as byproducts of reactions carried out to obtain methyl 1,2,3,4-tetra-O-acetyl-D-glucopyranuronate. The conformations of these lactones in the
A Milius et al.
Carbohydrate research, 229(2), 323-336 (1992-05-22)
D-Glucose 3- and 6-[sodium 2-(perfluoro-hexyl or -octyl)ethyl phosphates) have been synthesized by condensation of 1,2,3,4,-tetra-O-acetyl-beta-D-glucopyranose and 1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose with 2-(perfluoroalkyl)ethylphosphoroditriazolides followed by O-deacetylation or deacetalation. The structures of the compounds were established on the basis of 1H-, 19F-, 31P-, and 13C-NMR
Yuriko Y Root et al.
Carbohydrate research, 337(21-23), 2343-2346 (2002-11-16)
The identity of the crystalline product formed by the acetylation of a mixture of methyl alpha- and beta-D-glucopyranuronates has been confirmed as being methyl 1,2,3,4-tetra-O-acetyl-beta-D-glucopyranuronate (3), which agrees with the assignment from 1H NMR. The absolute configuration of compound 3
Wei Wang et al.
Glycoconjugate journal, 31(2), 133-143 (2013-11-13)
A group of fluorescent statistical glycopolymers, prepared via reversible addition-fragmentation chain-transfer (RAFT)-based polymerizations, were successfully employed in lectin-mediated bacterial binding studies. The resultant glycopolymers contained three different monomers: N-(2-hydroxyethyl) acrylamide (HEAA), N-(2-aminoethyl) methacrylamide (AEMA) and N-(2-glyconamidoethyl)-methacrylamides possessing different pendant sugars.
V Flors et al.
Journal of agricultural and food chemistry, 49(5), 2569-2575 (2001-05-23)
The effects of exogenous application of a chemical mixture consisting of adipic acid monoethyl ester, furfurylamine, and 1,2,3,4-tetra-O-acetyl-beta-D-glucopyranose (FGA) on various metabolic pathways and the plant-fungus interaction have been studied in Solanaceae plants. Tomato and pepper plants were sprayed with

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