|
【结 构 式】 
|
【分子编号】32451 【品名】(1R,4R,7S,10S,16S,19S,26R,27R)-19-{(1E,3E,7S,8S)-9-{(2S,3R,4S,5S,6R,9S,11S)-9-ethyl-3,5,11-trimethyl-8-oxo-4-[(trimethylsilyl)methyl]-1-oxa-7-azaspiro[5.5]undec-2-yl}-1,7-dimethyl-8-[(trimethylsilyl)methyl]-1,3-nonadienyl}-10-(3-hydroxybenzyl)-7-isopropyl-1,26-dimethyl-18,28,29-trioxa-6,9,12,30-tetraazatetracyclo[23.3.1.1~12,16~.0~4,27~]triaconta-21,23-diene-5,8,11,17-tetrone 【CA登记号】 |
【 分 子 式 】C68H109N5O10Si2 【 分 子 量 】1212.81216 【元素组成】C 67.34% H 9.06% N 5.77% O 13.19% Si 4.63% |
合成路线1
该中间体在本合成路线中的序号：(XXXIX)The condensation of intermediate (XXV) with intermediate (XXXVIII) by means of triphenylarsine and Pd dibenzylideneacetone complex in DMF gives the addition compound (XXXIX), which is desilylated with TBAF in THF yielding the immediate precursor (XL). Finally, the cyclic ketal group of (XL) is opened by means of H2SO4 in THF/water.
| 【1】 Nicolaou, K.C.; et al.; Total synthesis of sanglifehrin A. Angew Chem. Int Ed Engl 1999, 38, 16, 2447. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XXV) | 32437 | (2S,3R,4S,5S,6R,9S,11S)-9-ethyl-3,5,11-trimethyl-2-[(2S,3S,6E)-3-methyl-7-(tributylstannyl)-2-[(trimethylsilyl)methyl]-6-heptenyl]-4-[(trimethylsilyl)methyl]-1-oxa-7-azaspiro[5.5]undecan-8-one | C42H85NO2Si2Sn | 详情 | 详情 | |
| (XXXVIII) | 32450 | (4R,7S,10S,16S,19S,25S,26R,27R)-10-(3-hydroxybenzyl)-19-[(E)-2-iodo-1-methylethenyl]-7-isopropyl-1,26-dimethyl-18,28,29-trioxa-6,9,12,30-tetraazatetracyclo[23.3.1.1(12,16).0(4,27)]triaconta-21,23-diene-5,8,11,17-tetrone; (4R,7S,10S,16S,19S,25S,26R,27R)-10-(3-hydroxybenzyl)-19-[(E)-2-iodo-1-methylethenyl]-7-isopropyl-1,26-dimethyl-18,28,29-trioxa-6,9,12,30-tetraazatetracyclo[23.3.1.1(12,16).0(4,27)]triaconta-21,23-diene-5,8,11,17-tetrone | C38H51IN4O8 | 详情 | 详情 | |
| (XXXIX) | 32451 | (1R,4R,7S,10S,16S,19S,26R,27R)-19-{(1E,3E,7S,8S)-9-{(2S,3R,4S,5S,6R,9S,11S)-9-ethyl-3,5,11-trimethyl-8-oxo-4-[(trimethylsilyl)methyl]-1-oxa-7-azaspiro[5.5]undec-2-yl}-1,7-dimethyl-8-[(trimethylsilyl)methyl]-1,3-nonadienyl}-10-(3-hydroxybenzyl)-7-isopropyl-1,26-dimethyl-18,28,29-trioxa-6,9,12,30-tetraazatetracyclo[23.3.1.1~12,16~.0~4,27~]triaconta-21,23-diene-5,8,11,17-tetrone | C68H109N5O10Si2 | 详情 | 详情 | |
| (XL) | 32452 | (4R,7S,10S,16S,19S,25S,26R,27R)-19-{(1E,3E,7S,8S)-9-[(2S,3R,4S,5S,6R,9S,11S)-9-ethyl-4-hydroxy-3,5,11-trimethyl-8-oxo-1-oxa-7-azaspiro[5.5]undec-2-yl]-8-hydroxy-1,7-dimethyl-1,3-nonadienyl}-10-(3-hydroxybenzyl)-7-isopropyl-1,26-dimethyl-18,28,29-trioxa-6,9,12,30-tetraazatetracyclo[23.3.1.1~12,16~.0~4,27~]triaconta-21,23-diene-5,8,11,17-tetrone | C60H89N5O12 | 详情 | 详情 |