|
【结 构 式】 
|
【分子编号】50797 【品名】(2S)-2-(benzyloxy)propionic acid 【CA登记号】 |
【 分 子 式 】C10H12O3 【 分 子 量 】180.20348 【元素组成】C 66.65% H 6.71% O 26.64% |
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：(XXXIII)Treatment of ethyl lactate (XXXII) with benzyl bromide and silver oxide in DMF gives Bzl-Lac-OH (XXXIII), which is then coupled with H-Pro-OMe (XXXIV) by means of DEPC and then saponified with NaOH in MeOH to yield derivative (XXXV). Finally, didemnin B is obtained by coupling of intermediate (XXXI) with (XXXV) by means of BOPCl and Et3N, followed by debenzylation with HCO2H and Pd in MeOH.
| 【1】 Harris, B.D.; et al.; Synthetic studies of didemnins. II. Approaches to statine diastereomers. Tetrahedron Lett 1987, 28, 25, 2837. |
| 【2】 Hamada, Y.; et al.; Efficient total synthesis of didemnins A and B. J Am Chem Soc 1989, 111, 2, 669. |
| 【3】 Hamada, Y.; Shioiri, T.; Anti-tumor active cyclic peptide derived from marine organism: Synthesis, conformation and bioactivity. Kagaku Zokan 1990, 118, 31. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XXXI) | 50796 | (2R)-N-[(3S,6R,7S,10R,11S,15S,17S,20S,25aS)-11-hydroxy-20-isobutyl-15-isopropyl-3-(4-methoxybenzyl)-2,6,17-trimethyl-10-[(1S)-1-methylpropyl]-1,4,8,13,16,18,21-heptaoxodocosahydro-15H-pyrrolo[2,1-f][1,15,4,7,10,20]dioxatetraazacyclotricosin-7-yl]-4-methyl-2-(methylamino)pentanamide | C49H78N6O12 | 详情 | 详情 | |
| (XXXII) | 16659 | ethyl (2S)-2-hydroxypropanoate; (S)-ethyl lactate | 687-47-8 | C5H10O3 | 详情 | 详情 |
| (XXXIII) | 50797 | (2S)-2-(benzyloxy)propionic acid | C10H12O3 | 详情 | 详情 | |
| (XXXIV) | 29552 | methyl (2S)-2-pyrrolidinecarboxylate | 2133-40-6 | C6H11NO2 | 详情 | 详情 |
| (XXXV) | 50798 | (2S)-1-[(2S)-2-(benzyloxy)propanoyl]-2-pyrrolidinecarboxylic acid | C15H19NO4 | 详情 | 详情 |
Extended Information