pent-4-enyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside | 50256-33-2

分子结构分类

有机化合物 - 脂质和类脂质分子 - 脂肪酰基

中文名称

——

中文别名

——

英文名称

pent-4-enyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

英文别名

n-pent-4-enyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside；4-pentenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside；4-Penten-1-yl 2,3,4,6-tetra-O-acetyl-b-D-glucopyranoside；[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-pent-4-enoxyoxan-2-yl]methyl acetate

pent-4-enyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside化学式

CAS

50256-33-2

化学式

C₁₉H₂₈O₁₀

mdl

——

分子量

416.425

InChiKey

RUZLEKUIXNODKZ-UJWQCDCRSA-N

BEILSTEIN

——

EINECS

——

物化性质

熔点：

45-46 °C(Solv: isopropyl ether (108-20-3))
沸点：

463.6±45.0 °C(Predicted)
密度：

1.20±0.1 g/cm3(Predicted)

计算性质

辛醇/水分配系数(LogP)：

2.1
重原子数：

29
可旋转键数：

14
环数：

1.0
sp3杂化的碳原子比例：

0.68
拓扑面积：

124
氢给体数：

0
氢受体数：

10

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
——	but-3-enyl-(tetra-O-acetyl-β-D-glucopyranoside)	50256-32-1	C₁₈H₂₆O₁₀	402.398
β-D-葡萄糖五乙酸酯	β-D-glucose pentaacetate	604-69-3	C₁₆H₂₂O₁₁	390.344
——	pent-4-enyl D-glucopyranoside	182074-52-8	C₁₁H₂₀O₆	248.276
D-葡萄糖	D-glu	2280-44-6	C₆H₁₂O₆	180.158
——	2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl ortho-hexynylbenzoate	1219934-69-6	C₂₇H₃₂O₁₁	532.544

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	1-pentanol 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside	102020-65-5	C₁₉H₃₀O₁₀	418.441
——	(4-Hydroxy-but-1-yl)-tetra-O-acetyl-β-D-glucopyranoside	59343-75-8	C₁₈H₂₈O₁₁	420.414
——	(4S)-4,5-dihydroxypentyl tetra-O-acetyl-β-D-glucopyranosyl	130678-99-8	C₁₉H₃₀O₁₂	450.44
——	4-oxobutyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside	146530-07-6	C₁₈H₂₆O₁₁	418.398
——	[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-pent-4-enoxyoxan-2-yl]methyl pent-4-enoate	182425-34-9	C₂₂H₃₂O₁₀	456.49
——	4,5-epoxypentyl tetra-O-acetyl-β-D-glucopyranoside	50256-39-8	C₁₉H₂₈O₁₁	432.425
——	Pent-4-enoic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-pent-4-enoyloxymethyl-2-pent-4-enyloxy-tetrahydro-pyran-3-yl ester	182425-36-1	C₂₅H₃₆O₁₀	496.555
——	Propan-4-carboxy-1-yl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside	32748-46-2	C₁₈H₂₆O₁₂	434.397
——	Pent-4-enoic acid (2R,3R,4S,5S,6R)-4,5-dihydroxy-6-pent-4-enoyloxymethyl-2-pent-4-enyloxy-tetrahydro-pyran-3-yl ester	182425-35-0	C₂₁H₃₂O₈	412.48
——	4-penten-1-yl-β-D-glucopyranoside	125631-33-6	C₁₁H₂₀O₆	248.276
——	2,2-Diacetyl-pent-4-enoic acid (2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-pent-4-enyloxy-tetrahydro-pyran-2-ylmethyl ester	182425-38-3	C₂₆H₃₆O₁₂	540.565
——	pent-4-enyl 3,4-O-(octahydro-2,2'-bi-2H-pyran-2,2'-diyl)-β-D-glucopyranoside	178249-63-3	C₂₁H₃₄O₈	414.496
——	pent-4-enyl 2,3-O-(octahydro-2,2'-bi-2H-pyran-2,2'-diyl)-β-D-glucopyranoside	178249-62-2	C₂₁H₃₄O₈	414.496
——	4,5-epoxypentyl β-D-glucopyranoside	120615-26-1	C₁₁H₂₀O₇	264.276
——	pent-4-enyl 6-O-benzyl-2,3-O-ethylene-β-D-glucopyranoside	178249-60-0	C₂₀H₂₈O₆	364.439
——	n-pent-4-enyl 2,3,4-O-tribenzyl-6-O-chloroacetyl-β-D-glucopyranoside	1268469-66-4	C₃₄H₃₉ClO₇	595.132
——	[(2R,3R,4S,5R,6R)-6-(4-oxobutoxy)-3,4,5-tris(phenylmethoxy)oxan-2-yl]methyl 2-chloroacetate	1268469-69-7	C₃₃H₃₇ClO₈	597.105
——	3-carboxypropyl 2,3,4-O-tribenzyl-6-O-chloroacetyl-β-D-glucopyranoside	1268469-68-6	C₃₃H₃₇ClO₉	613.104
——	2,2-Diacetyl-pent-4-enoic acid (2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-pent-4-enyloxy-tetrahydro-pyran-2-ylmethyl ester	182425-37-2	C₂₀H₃₀O₉	414.453
4-戊烯-1-基2,3,4,6-四-O-苄基-D-吡喃葡萄糖苷	4-pentenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside	113533-73-6	C₃₉H₄₄O₆	608.775
4-戊烯-1-基 2,3,4-三-O-苄基-D-吡喃葡萄糖苷	pent-4-enyl 2,3,4-tri-O-benzyl-β-D-glucoside	155036-27-4	C₃₂H₃₈O₆	518.65
——	3-formylpropyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside	173206-23-0	C₃₈H₄₂O₇	610.747
——	pent-4-enyl 2,6-di-O-benzyl-β-D-glucopyranoside	178249-58-6	C₂₅H₃₂O₆	428.525
——	pent-4-enyl 4,6-O-benzylidene-2,3-O-ethylene-β-D-glucopyranoside	178249-57-5	C₂₀H₂₆O₆	362.423
——	Pent-4-enyl 4,6-O-benzylidene-β-D-glucopyranoside	113533-75-8	C₁₈H₂₄O₆	336.385
2,3,4,6-四苄基-D-吡喃葡萄糖	2,3,4,6-Tetra-O-benzyl-D-glucopyranose	4132-28-9	C₃₄H₃₆O₆	540.656
——	4-hydroxy-5-[4-(p-tolyl)-1,2,3-triazol-1-yl]pentyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside	1453291-51-4	C₂₈H₃₇N₃O₁₁	591.615

反应信息

作为反应物：

描述：

pent-4-enyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 在 sodium hydroxide 、 4 A molecular sieve 、 4-甲基苯磺酸吡啶、 sodium cyanoborohydride 、 potassium carbonate 、 tetra-n-butylammonium hydrogen sulfate 作用下，以甲醇、 N,N-二甲基甲酰胺为溶剂，反应 56.0h，生成 pent-4-enyl 2,6-di-O-benzyl-β-D-glucopyranoside

参考文献：

名称：

A Solvation-Assisted Model for Estimating Anomeric Reactivity. Predicted versus Observed Trends in Hydrolysis of n-Pentenyl Glycosides¹