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【结 构 式】 
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【分子编号】17386 【品名】(3S,4R,5S,8R,12S,14S,15R,16S,18R,26aS)-8-allyl-15-[[tert-butyl(dimethyl)silyl]oxy]-3-[(E)-2-((1R,3R,4R)-4-[[tert-butyl(diphenyl)silyl]oxy]-3-methoxycyclohexyl)-1-methylethenyl]-5-hydroxy-14,16-dimethoxy-4,10,12,18-tetramethyl-5,6,11,12,13,14,15,16,17,18,24,25,26,26a-tetradecahydro-3H-pyrido[2,1-c][1,4]oxazacyclotricosine-1,7,19,20,21(4H,8H,23H)-pentone 【CA登记号】 |
【 分 子 式 】C66H101NO12Si2 【 分 子 量 】1156.69848 【元素组成】C 68.53% H 8.8% N 1.21% O 16.6% Si 4.86% |
合成路线1
该中间体在本合成路线中的序号：(XVIII)The 1,3-dioxole ring of (XVII) was cleaved by selective oxidation with dimethyldioxirane (DMD) in acetone giving the tricarbonyl compound (XVIII) (silylated FK-506), which was finally desilylated by means of HF in acetonitrile/ water. 2) Aldehyde (VI) was prepared according to a previously reported method (Ireland, R.E. et al. J Org Chem 1992, 57: 5071).
| 【1】 Liu, L.B.; Roper, T.D.; Ireland, R.E.; Total synthesis of FK-506. 1. Construction of the C16-C34 fragment. Tetrahedron 1997, 53, 39, 13221. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XVII) | 17385 | (9aS,12S,13R,14S,17R,21S,23S,24R,25S,27R)-17-allyl-24-[[tert-butyl(dimethyl)silyl]oxy]-12-[(E)-2-((1R,3R,4R)-4-[[tert-butyl(diphenyl)silyl]oxy]-3-methoxycyclohexyl)-1-methylethenyl]-14-hydroxy-23,25-dimethoxy-2,2,13,19,21,27-hexamethyl-7,8,9,9a,12,13,14,15,20,21,22,23,24,25,26,27-hexadecahydro-4H-[1,3]dioxolo[4,5-f]pyrido[2,1-c][1,4]oxazacyclotricosine-4,10,16(6H,17H)-trione | C69H107NO12Si2 | 详情 | 详情 | |
| (XVIII) | 17386 | (3S,4R,5S,8R,12S,14S,15R,16S,18R,26aS)-8-allyl-15-[[tert-butyl(dimethyl)silyl]oxy]-3-[(E)-2-((1R,3R,4R)-4-[[tert-butyl(diphenyl)silyl]oxy]-3-methoxycyclohexyl)-1-methylethenyl]-5-hydroxy-14,16-dimethoxy-4,10,12,18-tetramethyl-5,6,11,12,13,14,15,16,17,18,24,25,26,26a-tetradecahydro-3H-pyrido[2,1-c][1,4]oxazacyclotricosine-1,7,19,20,21(4H,8H,23H)-pentone | C66H101NO12Si2 | 详情 | 详情 |