(3R)-4-[(2R,4S,6S)-6-[[(2S,6R)-6-[(E)-3-[(4S,5S,7R,7aS)-7-[(2R,3R)-2-hydroxy-3-triethylsilyloxybutyl]-5-methoxy-4-[(2E,4E)-octa-2,4-dienoyl]oxy-2-oxo-7,7a-dihydro-4H-furo[2,3-c]pyran-5-yl]-3-methylbut-1-enyl]-4,4-dimethoxyoxan-2-yl]methyl]-4-[tert-butyl(dimethyl)silyl]oxy-6-methoxy-5,5-dimethyloxan-2-yl]-3-triethylsilyloxybutanoic acid | 297135-77-4

分子结构分类

有机化合物 - 有机杂环化合物 - 呋喃吡喃类

中文名称

——

中文别名

——

英文名称

(3R)-4-[(2R,4S,6S)-6-[[(2S,6R)-6-[(E)-3-[(4S,5S,7R,7aS)-7-[(2R,3R)-2-hydroxy-3-triethylsilyloxybutyl]-5-methoxy-4-[(2E,4E)-octa-2,4-dienoyl]oxy-2-oxo-7,7a-dihydro-4H-furo[2,3-c]pyran-5-yl]-3-methylbut-1-enyl]-4,4-dimethoxyoxan-2-yl]methyl]-4-[tert-butyl(dimethyl)silyl]oxy-6-methoxy-5,5-dimethyloxan-2-yl]-3-triethylsilyloxybutanoic acid

英文别名

——

(3R)-4-[(2R,4S,6S)-6-[[(2S,6R)-6-[(E)-3-[(4S,5S,7R,7aS)-7-[(2R,3R)-2-hydroxy-3-triethylsilyloxybutyl]-5-methoxy-4-[(2E,4E)-octa-2,4-dienoyl]oxy-2-oxo-7,7a-dihydro-4H-furo[2,3-c]pyran-5-yl]-3-methylbut-1-enyl]-4,4-dimethoxyoxan-2-yl]methyl]-4-[tert-butyl(dimethyl)silyl]oxy-6-methoxy-5,5-dimethyloxan-2-yl]-3-triethylsilyloxybutanoic acid化学式

CAS

297135-77-4

化学式

C₆₃H₁₁₂O₁₇Si₃

mdl

——

分子量

1225.83

InChiKey

LYOAIWCKEDOAOR-IHRRYYCZSA-N

BEILSTEIN

——

EINECS

——

计算性质

辛醇/水分配系数(LogP)：

12.88
重原子数：

83
可旋转键数：

35
环数：

4.0
sp3杂化的碳原子比例：

0.83
拓扑面积：

202
氢给体数：

2
氢受体数：

17

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
——	[(4S,5S,7R,7aS)-5-[(E)-4-[(2R,6S)-6-[[(2S,4S,6R)-4-[tert-butyl(dimethyl)silyl]oxy-6-[(2R)-2-hydroxy-4-oxo-4-prop-2-enoxybutyl]-2-methoxy-3,3-dimethyloxan-2-yl]methyl]-4,4-dimethoxyoxan-2-yl]-2-methylbut-3-en-2-yl]-7-[(2R,3R)-2,3-dihydroxybutyl]-5-methoxy-2-oxo-7,7a-dihydro-4H-furo[2,3-c]pyran-4-yl] (2E,4E)-octa-2,4-dienoate	297135-75-2	C₅₄H₈₈O₁₇Si	1037.37

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	[(1S,3E,5R,7Z,9S,11S,13S,15R,17R,21R,23R,24S,29S)-1,11,13,17-tetrahydroxy-7-(2-methoxy-2-oxoethylidene)-2,2,12,12-tetramethyl-19,26-dioxo-21-[(1R)-1-triethylsilyloxyethyl]-20,25,30,31,32-pentaoxapentacyclo[21.6.1.15,9.111,15.024,28]dotriaconta-3,27-dien-29-yl] (2E,4E)-octa-2,4-dienoate	297135-82-1	C₅₀H₇₆O₁₆Si	961.229

反应信息

作为反应物：

描述：

(3R)-4-[(2R,4S,6S)-6-[[(2S,6R)-6-[(E)-3-[(4S,5S,7R,7aS)-7-[(2R,3R)-2-hydroxy-3-triethylsilyloxybutyl]-5-methoxy-4-[(2E,4E)-octa-2,4-dienoyl]oxy-2-oxo-7,7a-dihydro-4H-furo[2,3-c]pyran-5-yl]-3-methylbut-1-enyl]-4,4-dimethoxyoxan-2-yl]methyl]-4-[tert-butyl(dimethyl)silyl]oxy-6-methoxy-5,5-dimethyloxan-2-yl]-3-triethylsilyloxybutanoic acid 在 4-二甲氨基吡啶、氢氟酸、 sodium hydride 、三乙胺、三氟乙酸作用下，以四氢呋喃、二氯甲烷、甲苯、乙腈为溶剂，反应 1.0h，生成 (1R,2S,3R,4S,5S,6R)-3,5-bis(benzyloxy)-4,6-bis((4-methoxybenzyl)oxy)cyclohexane-1,2-diyl (1S,1'S,4R,4'R)-bis(4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate)

参考文献：

名称：

Total Synthesis of Bryostatin 3

摘要：

DOI：

10.1002/1521-3773(20000703)39:13<2290::aid-anie2290>3.0.co;2-6
作为产物：

描述：

在吗啉、四(三苯基膦)钯作用下，以四氢呋喃为溶剂，以99%的产率得到(3R)-4-[(2R,4S,6S)-6-[[(2S,6R)-6-[(E)-3-[(4S,5S,7R,7aS)-7-[(2R,3R)-2-hydroxy-3-triethylsilyloxybutyl]-5-methoxy-4-[(2E,4E)-octa-2,4-dienoyl]oxy-2-oxo-7,7a-dihydro-4H-furo[2,3-c]pyran-5-yl]-3-methylbut-1-enyl]-4,4-dimethoxyoxan-2-yl]methyl]-4-[tert-butyl(dimethyl)silyl]oxy-6-methoxy-5,5-dimethyloxan-2-yl]-3-triethylsilyloxybutanoic acid

参考文献：

名称：

Total Synthesis of Bryostatin 3

摘要：

DOI：

10.1002/1521-3773(20000703)39:13<2290::aid-anie2290>3.0.co;2-6

点击查看最新优质反应信息

文献信息

Total Synthesis of Bryostatin 3

作者：Ken Ohmori、Yasuyuki Ogawa、Tetsuo Obitsu、Yuichi Ishikawa、Shigeru Nishiyama、Shosuke Yamamura

DOI：10.1002/1521-3773(20000703)39:13<2290::aid-anie2290>3.0.co;2-6

日期：2000.7.3

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