4-甲基苯基2,3,4,6-四-O-乙酰基-1-硫代吡喃己糖苷 | 28244-99-7

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

4-甲基苯基2,3,4,6-四-O-乙酰基-1-硫代吡喃己糖苷

中文别名

4-甲基苯基2,3,4,6-四-O-乙酰基Β-D-硫代半乳糖苷；3,5,6,6-四甲基-4-亚甲基庚烷-2-酮

英文名称

4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

英文别名

p-tolyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside；p-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside；para-cresyl-1-thio-β-D-galactose 2,3,4,6-tetraacetate；p-tolyl 1-thio-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside；4-Methylphenyl 2,3,4,6-tetra-O-acetyl-b-D-thiogalactopyranoside；[(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-(4-methylphenyl)sulfanyloxan-2-yl]methyl acetate

CAS

28244-99-7

化学式

C₂₁H₂₆O₉S

mdl

——

分子量

454.498

InChiKey

XRFOIRMXQHXTRL-IFLJBQAJSA-N

BEILSTEIN

——

EINECS

——

物化性质

熔点：

115-116℃

计算性质

辛醇/水分配系数(LogP)：

3.3
重原子数：

31
可旋转键数：

11
环数：

2.0
sp3杂化的碳原子比例：

0.52
拓扑面积：

140
氢给体数：

0
氢受体数：

10

SDS

SDS：901b0c73f2dfaa76c6d3db03186fd99d

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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
——	p-methylphenyl-1-thio-β-D-galactopyranoside	——	C₁₃H₁₈O₅S	286.349
2,3,4,6-四-O-乙酰基-1-硫代-BETA-D-吡喃半乳糖	2,3,4,6-tetra-O-acetyl-1-thio-D-galactopyranose	50615-66-2	C₁₄H₂₀O₉S	364.373

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	4-methylphenyl 3,4-O-isoporpylidene-6-O-(2-methoxyisopropyl)-1-thio-β-D-galactopyranoside	189744-07-8	C₂₀H₃₀O₆S	398.521
——	p-tolyl 2,3,4,6-tetra-O-benzoyl-1-thio β-D-galactopyranoside	——	C₄₁H₃₄O₉S	702.782
——	p-methylphenyl 2,3,4-tri-O-benzoyl-1-thio-β-galactopyranoside	220645-11-4	C₃₄H₃₀O₈S	598.673
——	p-tolyl 2,3-di-O-benzoyl-6-O-benzyl-1-thio-β-D-galactopyranoside	807360-96-9	C₃₄H₃₂O₇S	584.69
——	p-methylphenyl 2,3,4,6-tetra-O-benzyl-thio-β-D-glucopyranoside	131531-76-5	C₄₁H₄₂O₅S	646.847
——	p-methylphenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside	211678-08-9	C₄₁H₄₂O₅S	646.847
——	p-tolyl 2,3,4,6-tetra-O-benzyl-1-thio-α-D-galactopyranoside	——	C₄₁H₄₂O₅S	646.847
——	p-tolyl 2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside	949489-25-2	C₃₄H₃₆O₅S	556.723
1-硫代-b-甲基葡萄糖甙-4-甲基苯酯	p-methylphenyl 1-thio-β-D-glucopyranoside	1152-39-2	C₁₃H₁₈O₅S	286.349
——	p-methylphenyl-1-thio-β-D-galactopyranoside	——	C₁₃H₁₈O₅S	286.349
——	(2R,3R,4S,5R,6S)-5-Benzyloxy-2-hydroxymethyl-6-p-tolylsulfanyl-tetrahydro-pyran-3,4-diol	1053648-41-1	C₂₀H₂₄O₅S	376.474
——	4-methylphenyl 2-O-benzyl-3,4-O-isoporpylidene-6-O-(2-methoxyisopropyl)-1-thio-β-D-galactopyranoside	189744-08-9	C₂₇H₃₆O₆S	488.645
——	p-tolyl 2,4,6-tri-O-benzyl-3-O-(p-methoxybenzyl)-1-thio-β-D-galactopyranoside	949489-27-4	C₄₂H₄₄O₆S	676.874
——	p-tolyl 2-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside	220645-55-6	C₂₇H₂₆O₆S	478.566
——	Benzoic acid (4aR,6S,7R,8S,8aR)-8-hydroxy-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester	873298-71-6	C₂₇H₂₆O₆S	478.566
4-甲基-2,3-双-O-(苯基甲基)-4,6-O-[(R)-苯基亚甲基]-1-硫代-β-D-吡喃葡萄糖苷苯酯	p-tolyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside	850416-39-6	C₃₄H₃₄O₅S	554.707
——	tolyl 2,3-di-O-p-methoxybenzyl-4,6-O-benzylidene-1-thio-β-Dgalactopyranoside	——	C₃₆H₃₈O₇S	614.76
——	p-methylphenyl 2,3,4-tri-O-benzoyl-6-O-tert-butyldimethylsilyl-1-thio-β-galactopyranoside	220645-15-8	C₄₀H₄₄O₈SSi	712.936
——	p-tolyl 4,6-O-benzylidene-1-thio-β-D-galactopyranoside	220645-86-3	C₂₀H₂₂O₅S	374.458
——	p-tolyl 4,6-O-benzylidene-1-thio-β-D-galactopyranoside	873070-80-5	C₂₀H₂₂O₅S	374.458
——	(p-methylphenyl) 4,6-O-benzylidene-1-thio-β-D-galactopyranoside	161007-96-1	C₂₀H₂₂O₅S	374.458
——	p-methylphenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-1-thio-β-D-galactopyranoside	873298-76-1	C₆₁H₆₀O₁₁S	1001.21
——	p-tolyl 2-O-benzoyl-3-O-tert-butyldimethylsilyl-4,6-O-dibenzyl-1-thio-β-D-galactopyranosidede	1269466-90-1	C₄₀H₄₈O₆SSi	684.969
4-甲基苯基1-硫代-2,3,4,6-四-O-(三甲基硅烷基)-beta-D-吡喃葡萄糖苷	p-methylphenyl 2,3,4,6-tri-O-methylsilyl-1-thio-β-D-glucopyranoside	942043-17-6	C₂₅H₅₀O₅SSi₄	575.077
——	p-methyl 2,3,4,6-tetra-O-trimethylsilyl-1-thio-β-D-glucopyranoside	——	C₂₅H₅₀O₅SSi₄	575.077
——	2,3,4-tri-O-benzyl-6-O-(tert-butyl)diphenylsilyl-1-thio-β-D-galactopyranoside	1030376-69-2	C₅₀H₅₄O₅SSi	795.127
——	p-methylphenyl 2-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside	220645-56-7	C₄₄H₄₈O₇SSi	749.012

反应信息

作为反应物：

描述：

4-甲基苯基2,3,4,6-四-O-乙酰基-1-硫代吡喃己糖苷在甲醇、混旋樟脑磺酸、 sodium methylate 、四丁基碘化铵、 sodium hydride 作用下，以二氯甲烷、 N,N-二甲基甲酰胺、 mineral oil 为溶剂，反应 48.0h，生成 p-methylphenyl-2,3-di-O-(p-methoxybenzyl)-4,6-O-(p-methoxybenzylidene)-1-thio-β-D-galactopyranoside

参考文献：