5,5-dimethyl-4,5-dihydro-furan-2-carboxylic acid (3aR)-2-methoxy-(3arC4,14bc)-1,5,6,8,9,14b-hexahydro-4H-cyclopenta[b][1,3]dioxolo[4',5':4,5]benzo[1,2-d]pyrrolo[1,2-a]azepin-1t-yl ester | 62630-97-1

分子结构分类

有机化合物 - 生物碱及其衍生物 - 三尖杉生物碱

中文名称

——

中文别名

——

英文名称

5,5-dimethyl-4,5-dihydro-furan-2-carboxylic acid (3aR)-2-methoxy-(3arC4,14bc)-1,5,6,8,9,14b-hexahydro-4H-cyclopenta[b][1,3]dioxolo[4',5':4,5]benzo[1,2-d]pyrrolo[1,2-a]azepin-1t-yl ester

英文别名

5,5-dimethyl-4,5-dihydro-furan-2-carboxylic acid (3aR)-2-methoxy-(3arC⁴,14bc)-1,5,6,8,9,14b-hexahydro-4H-cyclopenta[b][1,3]dioxolo[4',5':4,5]benzo[1,2-d]pyrrolo[1,2-a]azepin-1t-yl ester；O-(5,5-dimethyl-4,5-dihydro-furan-2-carbonyl)-cephalotaxine

5,5-dimethyl-4,5-dihydro-furan-2-carboxylic acid (3aR)-2-methoxy-(3arC4,14bc)-1,5,6,8,9,14b-hexahydro-4H-cyclopenta[b][1,3]dioxolo[4',5':4,5]benzo[1,2-d]pyrrolo[1,2-a]azepin-1t-yl ester化学式

CAS

62630-97-1

化学式

C₂₅H₂₉NO₆

mdl

——

分子量

439.508

InChiKey

PPJOIZNJYJOUAD-RQTOMXEWSA-N

BEILSTEIN

——

EINECS

——

计算性质

辛醇/水分配系数(LogP)：

3.43
重原子数：

32.0
可旋转键数：

3.0
环数：

6.0
sp3杂化的碳原子比例：

0.56
拓扑面积：

66.46
氢给体数：

0.0
氢受体数：

7.0

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
三尖杉碱	(±)-cephalotaxine	24316-19-6	C₁₈H₂₁NO₄	315.369

反应信息

作为反应物：

描述：

5,5-dimethyl-4,5-dihydro-furan-2-carboxylic acid (3aR)-2-methoxy-(3arC4,14bc)-1,5,6,8,9,14b-hexahydro-4H-cyclopenta[b][1,3]dioxolo[4',5':4,5]benzo[1,2-d]pyrrolo[1,2-a]azepin-1t-yl ester 在盐酸作用下，以溶剂黄146 为溶剂，生成 5-hydroxy-5-methyl-2-oxo-hexanoic acid (3aR)-2-methoxy-(3arC⁴,14bc)-1,5,6,8,9,14b-hexahydro-4H-cyclopenta[b][1,3]dioxolo[4',5':4,5]benzo[1,2-d]pyrrolo[1,2-a]azepin-1t-yl ester

参考文献：

名称：

Synthesis of harringtonine, a Cephalotaxus antitumor alkaloid

摘要：

DOI：

10.1021/jo00419a012
作为产物：

描述：

2-methoxy-5,5-dimethyl-tetrahydro-furan-2-carboxylic acid methyl ester 、三尖杉碱生成 5,5-dimethyl-4,5-dihydro-furan-2-carboxylic acid (3aR)-2-methoxy-(3arC4,14bc)-1,5,6,8,9,14b-hexahydro-4H-cyclopenta[b][1,3]dioxolo[4',5':4,5]benzo[1,2-d]pyrrolo[1,2-a]azepin-1t-yl ester

参考文献：

名称：

Synthesis of harringtonine, a Cephalotaxus antitumor alkaloid

摘要：

DOI：

10.1021/jo00419a012

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