Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{4-[(1S,3aR,4S,6aR)-4-(4-hydroxy-3-methoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1-yl]-2-methoxy-phenoxy}-tetrahydro-pyran-3-yl ester | 76874-00-5

分子结构分类

有机化合物 - 木脂素、新木脂素和相关化合物 - 木脂素苷

中文名称

——

中文别名

——

英文名称

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{4-[(1S,3aR,4S,6aR)-4-(4-hydroxy-3-methoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1-yl]-2-methoxy-phenoxy}-tetrahydro-pyran-3-yl ester

英文别名

[(2R,3R,4S,5R,6S)-6-[4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-3,4,5-triacetyloxyoxan-2-yl]methyl acetate

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{4-[(1S,3aR,4S,6aR)-4-(4-hydroxy-3-methoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1-yl]-2-methoxy-phenoxy}-tetrahydro-pyran-3-yl ester化学式

CAS

76874-00-5

化学式

C₃₄H₄₀O₁₅

mdl

——

分子量

688.683

InChiKey

XTOUGQYNMTVKAN-GCCFHGDOSA-N

BEILSTEIN

——

EINECS

——

计算性质

辛醇/水分配系数(LogP)：

2.2
重原子数：

49
可旋转键数：

15
环数：

5.0
sp3杂化的碳原子比例：

0.53
拓扑面积：

181
氢给体数：

1
氢受体数：

15

上下游信息

下游产品

中文名称	英文名称	CAS号	化学式	分子量
松脂醇-4-O-beta-D-吡喃葡萄糖苷	(+/-)-Pinoresinol-4'-O-β-D-monoglucoside	24404-49-7	C₂₆H₃₂O₁₁	520.533

反应信息

作为反应物：

描述：

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{4-[(1S,3aR,4S,6aR)-4-(4-hydroxy-3-methoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1-yl]-2-methoxy-phenoxy}-tetrahydro-pyran-3-yl ester 在 sodium methylate 作用下，以甲醇为溶剂，生成松脂醇-4-O-beta-D-吡喃葡萄糖苷

参考文献：

名称：

Synthesis of biologically active tetrahydro-furofuranlignan-(syringin, pinoresinol)- mono- and bis-glucosides

摘要：

The naturally occurring tetrahydrofurofuran-lignan-(syringaresinol, pinoresinol)-mono- and bis-glucosides were synthesized and their structures thereby confirmed.

DOI：

10.1016/s0031-9422(00)98258-x
作为产物：

描述：

反式-3-(4-羟基-3-甲氧基苯基)-2-丙烯-1-醇在氢氧化钾、 air 、 copper(II) sulfate 作用下，以甲醇、水、丙酮为溶剂，反应 21.5h，生成 Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{4-[(1S,3aR,4S,6aR)-4-(4-hydroxy-3-methoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1-yl]-2-methoxy-phenoxy}-tetrahydro-pyran-3-yl ester

参考文献：

名称：

Synthesis of biologically active tetrahydro-furofuranlignan-(syringin, pinoresinol)- mono- and bis-glucosides

摘要：

The naturally occurring tetrahydrofurofuran-lignan-(syringaresinol, pinoresinol)-mono- and bis-glucosides were synthesized and their structures thereby confirmed.

DOI：

10.1016/s0031-9422(00)98258-x

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