五乙酰-5-巯基葡萄糖 | 10227-18-6

分子结构分类

有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物

中文名称

五乙酰-5-巯基葡萄糖

中文别名

乙炔二羧酸二甲酯

英文名称

1,2,3,4,6-penta-O-acetyl-5-thio-α-D-glucopyranoside

英文别名

1,2,3,4,6-penta-O-acetyl-5-thio-α-D-glucopyranose；1,2,3,4,6-penta-O-acetyl-5-deoxy-5-thio-D-glucopyranose；1,2,3,4,6-penta-O-acetyl-5-thio-α-D-gluopyranose；penta-O-acetyl-5-thio-α-D-glucopyranose；α-D-Thioglucose-pentaacetate；5-thio-D-glucopyranose pentaacetate；alpha-D-Glucopyranose, 5-thio-, 1,2,3,4,6-pentaacetate；[(2R,3S,4S,5R,6S)-3,4,5,6-tetraacetyloxythian-2-yl]methyl acetate

CAS

10227-18-6

化学式

C₁₆H₂₂O₁₀S

mdl

——

分子量

406.411

InChiKey

RFPPVTQRDZKNPS-LJIZCISZSA-N

BEILSTEIN

——

EINECS

——

物化性质

熔点：

125 °C
沸点：

452.3±45.0 °C(Predicted)
密度：

1.32±0.1 g/cm3(Predicted)

计算性质

辛醇/水分配系数(LogP)：

0.5
重原子数：

27
可旋转键数：

11
环数：

1.0
sp3杂化的碳原子比例：

0.69
拓扑面积：

157
氢给体数：

0
氢受体数：

11

SDS

SDS：92a6a40cd9db2faf0ba0549e372489d8

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上下游信息

上游原料

中文名称	英文名称	CAS号	化学式	分子量
——	1,2,3,4,6-penta-O-acetyl-5-thio-α,β-D-glucopyranose	10470-80-1	C₁₆H₂₂O₁₀S	406.411
——	2,3,4,6-tetra-O-acetyl-5-thio-β-D-glucopyranosyl bromide	84039-45-2	C₁₄H₁₉BrO₈S	427.27
——	2,3,4,6-tetra-O-acetyl-5-thio-α-D-glucopyranosyl bromide	84039-44-1	C₁₄H₁₉BrO₈S	427.27
——	phenyl 2,3,4,6-tetra-O-acetyl-1,5-dithio-β-D-glucopyranoside	153053-29-3	C₂₀H₂₄O₈S₂	456.538

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	1,4-di-O-acetyl-2,3,6-tri-O-allyl-5-thio-α-D-glucopyranose	117399-10-7	C₁₉H₂₈O₇S	400.493
——	methyl 2,3,4,6-tetra-O-acetyl-5-thio-α-D-glucopyranoside	28585-86-6	C₁₅H₂₂O₉S	378.4
——	methyl 2,3,6-tri-O-acetyl-4-O-methyl-5-thio-α-D-glucopyranoside	117399-03-8	C₁₄H₂₂O₈S	350.39
——	1-O-acetyl-2,3,4,6-tetra-O-allyl-5-thio-α-D-glucopyranose	131757-86-3	C₂₀H₃₀O₆S	398.521
——	2,3,4,6-tetra-O-acetyl-5-thio-D-glucopyranose	137886-82-9	C₁₄H₂₀O₉S	364.373
——	methyl 2,3,4,6-tetra-O-allyl-5-thio-α-D-glucopyranoside	131757-83-0	C₁₉H₃₀O₅S	370.51
——	methyl 2,3,6-tri-O-allyl-4-O-methyl-5-thio-α-D-glucopyranoside	117399-09-4	C₁₇H₂₈O₅S	344.472
——	1,2,3,4,6-penta-O-acetyl-5-thio-α-D-glucopyranose (R)-S-oxide	132747-84-3	C₁₆H₂₂O₁₁S	422.41
——	1,2,3,4,6-penta-O-acetyl-5-thio-α-D-glucopyranose (S)-S-oxide	133005-84-2	C₁₆H₂₂O₁₁S	422.41
——	1-O-acetyl-2,3,4,6-tetra-O-benzyl-5-thio-α-D-glucopyranose	131757-93-2	C₃₆H₃₈O₆S	598.76
——	2,3,4,6-tetra-O-acetyl-1,5-dideoxy-1,5-epithio-D-glucitol	115941-72-5	C₁₄H₂₀O₈S	348.374
——	methyl 4-O-methyl-5-thio-α-D-glucopyranoside	117399-02-7	C₈H₁₆O₅S	224.278
——	methyl 2,3,4,6-tetra-O-benzyl-5-deoxy-5-thio-α-D-glucopyranoside	131757-84-1	C₃₅H₃₈O₅S	570.75
——	ethyl 2,3,4,6-tetra-O-acetyl-1,5-dithio-α-D-glucopyranoside	190649-80-0	C₁₆H₂₄O₈S₂	408.494
——	1,2,3,4,6-penta-O-acetyl-5-thio-α,β-D-glucopyranosyl bromide	85506-50-9	C₁₄H₁₉BrO₈S	427.27
——	2,3,4,6-tetra-O-acetyl-5-thio-α-D-glucopyranosyl fluoride	137886-83-0	C₁₄H₁₉FO₈S	366.364
——	methyl 5-deoxy-5-thio-α-D-glucopiranoside	28585-88-8	C₇H₁₄O₅S	210.251
——	N-phenyl 2,3,4,6-tetra-O-acetyl-5-thio-β-D-glucopyranosylamine	260360-89-2	C₂₀H₂₅NO₈S	439.486
——	N-phenyl 2,3,4,6-tetra-O-acetyl-5-thio-α-D-glucopyranosylamine	260360-88-1	C₂₀H₂₅NO₈S	439.486
——	2,3,4,6-tetra-O-allyl-5-thio-D-glucono-1,5-lactone	131757-91-0	C₁₈H₂₆O₅S	354.467
——	p-methoxy-N-phenyl 2,3,4,6-tetra-O-acetyl-thio-β-D-glucopyranosylamine	260360-87-0	C₂₁H₂₇NO₉S	469.513
——	p-methoxy-N-phenyl 2,3,4,6-tetra-O-acetyl-5-thio-α-D-glucopyranosylamine	260360-86-9	C₂₁H₂₇NO₉S	469.513
——	p-trifluoromethyl-N-phenyl 2,3,4,6-tetra-O-acetyl-5-thio-α-D-glucopyranosylamine	260360-92-7	C₂₁H₂₄F₃NO₈S	507.485
——	p-trifluoromethyl-N-phenyl 2,3,4,6-tetra-O-acetyl-5-thio-β-D-glucopyranosylamine	260360-93-8	C₂₁H₂₄F₃NO₈S	507.485
——	p-nitro-N-phenyl 2,3,4,6-tetra-O-acetyl-5-thio-α-D-glucopyranosylamine	260360-90-5	C₂₀H₂₄N₂O₁₀S	484.484
——	p-nitro-N-phenyl 2,3,4,6-tetra-O-acetyl-5-thio-β-D-glucopyranosylamine	260360-91-6	C₂₀H₂₄N₂O₁₀S	484.484
——	3,4,6-tri-O-acetyl-5-thio-D-glucal	85446-66-8	C₁₂H₁₆O₆S	288.321

反应信息

作为反应物：

描述：

五乙酰-5-巯基葡萄糖在一水合肼作用下，以 N,N-二甲基甲酰胺为溶剂，反应 0.17h，以88%的产率得到2,3,4,6-Tetra-O-acetyl-5-thio-α-D-glucopyranose

参考文献：

名称：

Cottaz, Sylvain; Apparu, Christine; Driguez, Hugues, Journal of the Chemical Society. Perkin transactions I, 1991, # 9, p. 2235 - 2241

摘要：

DOI：
作为产物：

描述：