[(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

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

[(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

英文别名

——

[(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化学式

CAS

297135-75-2

化学式

C₅₄H₈₈O₁₇Si

mdl

——

分子量

1037.37

InChiKey

UIXIVGHIXDGNSS-DTNIYLEASA-N

BEILSTEIN

——

EINECS

——

计算性质

辛醇/水分配系数(LogP)：

7.46
重原子数：

72
可旋转键数：

28
环数：

4.0
sp3杂化的碳原子比例：

0.76
拓扑面积：

213
氢给体数：

3
氢受体数：

17

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
——	(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	C₆₃H₁₁₂O₁₇Si₃	1225.83
——	[(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：

[(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 在吗啉、 4-二甲氨基吡啶、四(三苯基膦)钯、氢氟酸、 sodium hydride 、三乙胺、三氟乙酸作用下，以四氢呋喃、二氯甲烷、 N,N-二甲基甲酰胺、甲苯、乙腈为溶剂，反应 1.5h，生成 [(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

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：

C₆₁H₁₁₀O₁₆Si₃ 在 4-二甲氨基吡啶、 camphor-10-sulfonic acid 、四丁基氟化铵、溶剂黄146 作用下，以四氢呋喃、甲醇、甲苯为溶剂，反应 0.08h，生成 [(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

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

同类化合物

马桑宁内酯苦毒浆果[木防已属] 苦亭艾瑞布林中间体艾瑞布林甲磺酸艾日布林木防己苦毒宁全内酯二氢苦毒宁 6-甲基-4-氧代-4H-呋喃并[3,2-c]吡喃-3-甲酰氯 6-(4-羟基苯基)-2,3,3-三甲基-2H-呋喃并[5,4-b]吡喃-4-酮 4H-呋喃并[2,3-c]吡喃基莫匹罗星钠 3-甲基2H-呋喃并[2,3-c]吡喃-2-酮 3,5-二甲基2H-呋喃并[2,3-c]吡喃-2-酮 2H-呋喃并[2,3-c]吡喃-2-酮 2-[(1E,3E)-己-1,3-二烯基]-2,6-二甲基-5,6-二氢呋喃并[5,4-b]吡喃-3,4-二酮 (3aS,5S,6R,9E,14R,15R,15aR)-2,3,3a,4,5,6,7,8,11,12,13,14,15,15alpha-十四氢-6,10,14-三甲基-3-亚甲基-2-氧代-5,15-环氧环十四烷并[b]呋喃-6-醇乙酸酯 (3aR,4S,7aR)-4-羟基-3,3a,4,7a-四氢呋喃并[5,4-b]吡喃-2-酮 5-hydroxymethyl-3-methyl-2H-furo[2,3-c]pyran-2-one 5-fluoromethyl-2H-furo[2,3-c]pyran-2-one 5-chloromethyl-2H-furo[2,3-c]pyran-2-one 10,11-Anhydro-5-deoxy-1,2-O-isopropylidene-9-O-(methoxymethyl)-β-L-xylo-L-ido-7-undeculofuranose-(1,4)-pyranose-(7,3) 3,7-dimethyl-2H-furo[2,3-c]pyran-2-one 4R-(3αβ,3aβ,4β,5α,6β,7aβ)hexahydro-2,2-dimethyl-4,5-bis(phenylmethoxy)-6-[(phenylmethoxy)methyl]4H-furo[2,3-b]pyran-3-ol 10,10-dimethyl-5-(methylsulfanyl)-10,11-dihydro-8H-pyrano[4',3':4,5]furo[3,2-e]tetrazolo[1,5-c]pyrimidine (R)-3-((2R,3R,5aR,7R,9aS)-3-hydroxyhexahydro-2H-2,5a-methanopyrano[3,2-e][1,4]dioxepin-7-yl)-2-methylpropanenitrile 13-methyl-8,10,12-trioxapentacyclo[5.5.2.0^2,6.O^3,11.0^5,9]-13-tetradecene 2,3,4,4a,7,8-Hexahydro-6H-2-(acetoxymethyl)-3,4-diacetoxy-1,9-dioxacyclohexa inden-5-one 2,3,4,4a,7,8-Hexahydro-6H-2-methoxy-1,9-dioxacyclohexa inden-5-one (-)-3a-methyl-3a,4-dihydro-1H,3H-furo[3,4-c]pyran-6,6,7-tricarboxylic acid 6,6-diethyl ester 7-methyl ester (+)-8-epi-altholactone 4-(perfluorophenyl)-3-phenylhexahydro-1H-furo[3,4-c]pyran [(2R,11S,12R,14R,15R,17R,19S)-19-tert-butyldiphenylsiloxymethyl-15-methyl-13,18-dioxadispiro(2H-3,6-dihydropyran-6,5'-oxolane-2',3''-bicyclo[4.3.0]nonane)-2-yl]phenylmethoxymethane (3aS,5S,9bS)-5-methyl-3,3a-dihydro-5H-furo[3,2-c]isochromene-2,6,9-(9bH)-trione (3aR,5R,7aR)-5-(2-hydroxypropan-2-yl)-7a-methylhexahydro-2H-furo[3,2-b]pyran-2-one 2,2,3b-trimethyl-7-vinyl-3a,5,7a,8a-tetrahydro-3bH-1,3,4,8-tetracyclopenta[a]indene ethyl 4-oxo-3-phenyl-3,3a,4,6-tetrahydro-1H-furo[3,4-c]pyran-3a-carboxylate methyl (2R,2aR,4aS,7aS,7bS)-2-methoxy-6-methyl-4-oxo-5-pentyl-2a,4,4a,7b-tetrahydro-2H-1,3,7-trioxacyclopenta[cd]indene-7a-carboxylate 4-nonyl-3-phenylhexahydro-1H-furo[3,4-c]pyran 3'-(4-methoxyphenyl)-7a'-methyl-4'H,6'H-spiro[cyclohexane-1,5'-furo[2,3-b]pyran]-2'(7a'H)-one 3',7a'-dimethyl-4'H,6'H-spiro[cyclohexane-1,5'-furo[2,3-b]pyran]-2'(7a'H)-one 2-(methylsulfanyl)-5,6-dihydro-4H-furo[2,3-b]pyran 1,1-(3-dimethylamino-3-phenylpentamethylen)-3,4-dihydro-1H-2,9-dioxafluoren 7-cyclopropyl-4,5,7,7a-tetrahydro-furo[2,3-c]pyran-2-one 7-cyclopropyl-3-phenyl-4,5,7,7a-tetrahydro-furo[2,3-c]pyran-2-one 7-cyclopropyl-3-phenyl-4,5,7,7a-tetrahydro-furo[2,3-c]pyran-2-one (4'R)-6-O-(4-cyanophenyl)-1,2,3,4-tetradeoxy-4'-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)-2',3',4',5'-tetrahydro-α-D-erythro-hexopyranoso[1,2-b]furan 2,2,3,6-tetramethyl-2,3-dihydro-4H-furo[2,3-b]pyran-4-one (1aR,4aS,5R)-7-carboethoxy-5-methylethyl-tetrahydrofurano[2,3-b]3,4-dihydro-2H-pyran (3aS,4S,7aR)-ethyl 4-methyl-3,3a,4,7a-tetrahydro-2H-furo[2,3-b]pyran-6-carboxylate