【结 构 式】 |
【分子编号】32427 【品名】(2S,3S,4S,5S,6R,9S,11S)-9-ethyl-2-[(2S,3S)-2-hydroxy-3-methyl-4-pentenyl]-3,5,11-trimethyl-4-[(triethylsilyl)oxy]-1-oxa-7-azaspiro[5.5]undecan-8-one 【CA登记号】 |
【 分 子 式 】C26H49NO4Si 【 分 子 量 】467.7649 【元素组成】C 66.76% H 10.56% N 2.99% O 13.68% Si 6% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号:(XV)The condensation of (XIII) with the chiral borane (XIV) gives the addition product (XV), which is silylated with TBDMS-OTf affording (XVI). Ozonolysis of the double bond of (XVI) with O3 yields the aldehyde (XVII), which is condensed with TMS-CH2CH=N-t-Bu to provide he unsaturated aldehyde (XVIII).
【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 |
---|---|---|---|---|---|---|
40677 | N-(tert-butyl)-N-[(E)-2-(trimethylsilyl)ethylidene]amine; 2-methyl-N-[(E)-2-(trimethylsilyl)ethylidene]-2-propanamine | C9H21NSi | 详情 | 详情 | ||
(XIII) | 32425 | 2-[(2S,3S,4S,5S,6R,9S,11S)-9-ethyl-3,5,11-trimethyl-8-oxo-4-[(triethylsilyl)oxy]-1-oxa-7-azaspiro[5.5]undec-2-yl]acetaldehyde | C22H41NO4Si | 详情 | 详情 | |
(XIV) | 32426 | (E)-2-butenyl[bis[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]]borane | C24H41B | 详情 | 详情 | |
(XV) | 32427 | (2S,3S,4S,5S,6R,9S,11S)-9-ethyl-2-[(2S,3S)-2-hydroxy-3-methyl-4-pentenyl]-3,5,11-trimethyl-4-[(triethylsilyl)oxy]-1-oxa-7-azaspiro[5.5]undecan-8-one | C26H49NO4Si | 详情 | 详情 | |
(XVI) | 32428 | (2S,3S,4S,5S,6R,9S,11S)-2-((2S,3S)-2-[[tert-butyl(dimethyl)silyl]oxy]-3-methyl-4-pentenyl)-9-ethyl-3,5,11-trimethyl-4-[(triethylsilyl)oxy]-1-oxa-7-azaspiro[5.5]undecan-8-one | C32H63NO4Si2 | 详情 | 详情 | |
(XVII) | 32429 | (2R,3S)-3-[[tert-butyl(dimethyl)silyl]oxy]-4-[(2S,3S,4S,5S,6R,9S,11S)-9-ethyl-3,5,11-trimethyl-8-oxo-4-[(triethylsilyl)oxy]-1-oxa-7-azaspiro[5.5]undec-2-yl]-2-methylbutanal | C31H61NO5Si2 | 详情 | 详情 | |
(XVIII) | 32430 | (E,4S,5S)-5-[[tert-butyl(dimethyl)silyl]oxy]-6-[(2S,3S,4S,5S,6R,9S,11S)-9-ethyl-3,5,11-trimethyl-8-oxo-4-[(triethylsilyl)oxy]-1-oxa-7-azaspiro[5.5]undec-2-yl]-4-methyl-2-hexenal | C33H63NO5Si2 | 详情 | 详情 |
Extended Information