CAS: 14581-89-6; 2-Naphthyl 2,3,4,6-Tetra-O-Acetyl-B-D-Glucopyranoside

该化合物是一种化学修改的胶质衍生物,其甘蓝糖分泌物在所有四个氢氧基组中都以乙酰基化,并与乙酰乙酰丙烯酮相联系,该化合物主要用作有机合成和凝聚反应的中间体;四乙酸盐保护可增强有机溶剂的稳定性和溶性,促进其在受控制的甘油基联结形成中的使用.其环球体组允许将之用于染色素或氟化物试验,作为酶研究的子体.该产品纯度高且具有一定结构,因此适合对碳水化合物化学和生物化学实验进行研究.建议在水分条件下储存以保持完整性.

英文名称2-Naphthyl 2,3,4,6-Tetra-O-Acetyl-B-D-Glucopyranoside
中文名称2-萘基-2,3,4,6-O-四乙酰基-β-吡喃葡萄糖苷
IUPAC名称(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(naphthalen-2-yloxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
其它别名2-Naphthyl 2,3,4,6-Tetra-O-Acetyl-β-D-Glucopyranoside; B-Naphthyl β-D-Glucopyranoside Tetraacetate; 2-Naphthyl 2,3,4,6-Tetra-O-Acetyl-B-D-Glucopyranoside; 2-Naphthalenyl B-D-Glucopyranoside Tetraacetate; 2-Naphthyl B-D-Glucopyranoside Tetraacetat; B-Naphthyl B-D-Glucopyranoside Tetraacetate; 2-Naphthalenyl -D-Glucopyranoside Tetraacetate; 2-Naphthyl -D-Glucopyranoside Tetraacetate
CAS编号14581-89-6
MFCD编号:MFCD09952254
分子式:C24H26O10
分子量:474.46
产品CID: 692358
产品分类生物化工 → 糖类化合物 → 单糖

相似结构搜索
InChIKey: VBWBRAIDMPRMHW-GNADVCDUSA-N
InChI=1S/C24H26O10/c1-13(25)29-12-20-21(30-14(2)26)22(31-15(3)27)23(32-16(4)28)24(34-20)33-19-10-9-17-7-5-6-8-18(17)11-19/h5-11,20-24H,12H2,…
计算化学: 氢键受体数10.0氢键供体数0.0可旋转键数11.0

物理性质

熔点198-199 °C (benzene )
沸点198-199°C (benzene )
密度1.31±0.1 g/cm3 (20 ºC 760 Torr),
PSA:123.66
LogP:2.3017
折射率1.568
溶解性可溶于二氯甲烷,乙酸乙酯
产品应用该化合物用作对碳水化合物结构,生物合成,生物功能和进化进行研究的遗传生物学研究的生物化学试剂; 参与碳水酸化学,甘油形成和降解的酶学,蛋白-甘油识别以及甘油在生物系统中的作用; 与基础研究,生物医学和生物技术有关.

MSDS等安全信息

警示词Warning
危险描述H302-H315-H319-H335-
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P312-P330-P362-P403+P233-P501-

上下游产品

合成工艺路线路线简述

1,2,3,4,6-Alpha-D-葡萄糖五乙酸酯,Tributyltin 2-Naphthoxide置于3 A Molecular Sieve体系中,用二氯甲烷用作溶剂,以60%的收率获得2-萘基-2,3,4,6-O-四乙酰基-β-吡喃葡萄糖苷
参考文献:On The Regioselectivity Of The Protease Subtilisin Towards The Acylation Of Enantiomeric Pairs Of Benzyl And Naphthyl Glycopyranosides. Part 2
标题:On The Regioselectivity Of The Protease Subtilisin Towards The Acylation Of Enantiomeric Pairs Of Benzyl And Naphthyl Glycopyranosides. Part 2
摘要:Subtilisin-Catalyzed Esterification Of Several Enantiomeric Benzyl And Naphthyl Glycopyranosides Has Been Investigated. The D-Sugar Derivatives Were All Good Substrates And Subtilisin Regioselectivity Was Similar With All The Compounds Tested,The 3-Oh Being Acylated Predominantly. On The Other Hand,Most Of The L-Glycopyranosides Were Transformed During Longer Reaction Times With A Lower Regioselectivity,The 2-Oh Being Preferentially But Not Exclusively Acylated. (C) 1999 Elsevier Science Ltd. All Rights Reserved.
Doi:10.1016/s0040-4020(98)01217-4