6-O-[(R)-2-((R)-1-((tert-butyldimethylsilyl)oxy)-18-((1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl)octadecyl)hexacosanoyl]-α-D-glucopyranosyl-(1→1)-6'-O-[(R)-2-((R)-1-((tert-butyldimethylsilyl)oxy)-18-((1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl)octadecyl)hexacosanoyl]-α-D-glucopyranoside | 1170667-15-8

分子结构分类

有机化合物 - 脂质和类脂质分子 - 糖脂

中文名称

——

中文别名

——

英文名称

6-O-[(R)-2-((R)-1-((tert-butyldimethylsilyl)oxy)-18-((1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl)octadecyl)hexacosanoyl]-α-D-glucopyranosyl-(1→1)-6'-O-[(R)-2-((R)-1-((tert-butyldimethylsilyl)oxy)-18-((1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl)octadecyl)hexacosanoyl]-α-D-glucopyranoside

英文别名

[(2R,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6R)-6-[[(2R)-2-[(1R)-1-[tert-butyl(dimethyl)silyl]oxy-18-[(1R,2S)-2-[(17S,18S)-17-methoxy-18-methylhexatriacontyl]cyclopropyl]octadecyl]hexacosanoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (2R)-2-[(1R)-1-[tert-butyl(dimethyl)silyl]oxy-18-[(1R,2S)-2-[(17S,18S)-17-methoxy-18-methylhexatriacontyl]cyclopropyl]octadecyl]hexacosanoate

6-O-[(R)-2-((R)-1-((tert-butyldimethylsilyl)oxy)-18-((1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl)octadecyl)hexacosanoyl]-α-D-glucopyranosyl-(1→1)-6'-O-[(R)-2-((R)-1-((tert-butyldimethylsilyl)oxy)-18-((1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl)octadecyl)hexacosanoyl]-α-D-glucopyranoside化学式

CAS

1170667-15-8

化学式

C₁₉₄H₃₈₂O₁₇Si₂

mdl

——

分子量

3043.33

InChiKey

FTFKBANOLBMYBU-LMKLICJMSA-N

BEILSTEIN

——

EINECS

——

计算性质

辛醇/水分配系数(LogP)：

61.33
重原子数：

213
可旋转键数：

172
环数：

4.0
sp3杂化的碳原子比例：

0.99
拓扑面积：

239
氢给体数：

6
氢受体数：

17

反应信息

作为反应物：

描述：

6-O-[(R)-2-((R)-1-((tert-butyldimethylsilyl)oxy)-18-((1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl)octadecyl)hexacosanoyl]-α-D-glucopyranosyl-(1→1)-6'-O-[(R)-2-((R)-1-((tert-butyldimethylsilyl)oxy)-18-((1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl)octadecyl)hexacosanoyl]-α-D-glucopyranoside 在 pyridine hydrofluoride 作用下，以四氢呋喃、吡啶为溶剂，反应 17.0h，以72%的产率得到6-O-[(R)-2-((R)-1-hydroxy-18-((1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl)octadecyl)hexacosanoyl]-α-D-glucopyranosyl-(1→1)-6'-O-[(R)-2-((R)-1-hydroxy-18-((1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl)octadecyl)hexacosanoyl]-α-D-glucopyranoside

参考文献：

名称：

Synthetic trehalose di- and mono-esters of α-, methoxy- and keto-mycolic acids

摘要：

Synthetic mycolic acids matching the overall structure of the major mycolic acids of Mycobacterium tuberculosis are coupled to trehalose to generate the corresponding synthetic trehalose monomycolate (TMM) and trehalose dimycolate (TDM; cord factor), either with two identical or two different mycolic acids. (C) 2014 Elsevier Ltd. All rights reserved.

DOI：

10.1016/j.tet.2014.10.072
作为产物：

描述：

2,3,4-tri-O-trimethylsilyl-6-O-[(R)-2-((R)-1-((tert-butyldimethylsilyl)oxy)-18-((1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl)octadecyl)hexacosanoyl]-α-D-glucopyranosyl-(1→1)-2,3,4-tri-O-trimethylsilyl-6'-O-[(R)-2-((R)-1-((tert-butyldimethylsilyl)oxy)-18-((1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl)octadecyl)hexacosanoyl]-α-D-glucopyranoside 在四丁基氟化铵作用下，以四氢呋喃为溶剂，反应 1.0h，以78%的产率得到6-O-[(R)-2-((R)-1-((tert-butyldimethylsilyl)oxy)-18-((1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl)octadecyl)hexacosanoyl]-α-D-glucopyranosyl-(1→1)-6'-O-[(R)-2-((R)-1-((tert-butyldimethylsilyl)oxy)-18-((1R,2S)-2-((17S,18S)-17-methoxy-18-methylhexatriacontyl)cyclopropyl)octadecyl)hexacosanoyl]-α-D-glucopyranoside

参考文献：

名称：

The first unique synthetic mycobacterial cord factors

摘要：

Synthetic mycolic acids matching the overall structure of the major alpha- and methoxy-mycolic acids of Mycobacterium tuberculosis are coupled to trehalose to generate the corresponding synthetic trehalose dimycolate (TDM; cord factor) and trehalose monomycolate (TMM). (C) 2009 Elsevier Ltd. All rights reserved.

DOI：

10.1016/j.tetlet.2009.03.213

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