【结 构 式】 |
【分子编号】26447 【品名】methyl (9S,12S)-12-[[(2S)-2-[(tert-butoxycarbonyl)amino]propanoyl](methyl)amino]-4-methoxy-11-oxo-2-oxa-10-azatricyclo[12.2.2.1(3,7)]nonadeca-1(16),3(19),4,6,14,17-hexaene-9-carboxylate 【CA登记号】 |
【 分 子 式 】C29H37N3O8 【 分 子 量 】555.6282 【元素组成】C 62.69% H 6.71% N 7.56% O 23.04% |
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 N-protected L-alanine (XIV) by means of PyBrOP and diethylisopropylamine in DMF gives the cyclic tripeptide (XV), which after deprotection with TFA is condensed with the protected tripeptide (XVI) by means of EDC and HOBT to provide the cyclic hexapeptide (XVII). Finally, this compound is cyclized by hydrolysis of the methyl ester with LiOH in THF/methanol/water, deprotection of the amino group with TFA and cyclization with DPPA and NaHCO3 in DMF.
【1】 Bigot, A.; et al.; Total synthesis of an antitumor agent RA-VII via an efficient preparation of cycloisodityrosine. J Org Chem 1999, 64, 17, 6283. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(XIII) | 26446 | methyl (9S,12S)-4-methoxy-12-(methylamino)-11-oxo-2-oxa-10-azatricyclo[12.2.2.1(3,7)]nonadeca-1(16),3(19),4,6,14,17-hexaene-9-carboxylate | C21H24N2O5 | 详情 | 详情 | |
(XIV) | 26450 | Boc-L-Alanine;(S)-2-((tert-butoxycarbonyl)amino)propanoic acid;N-Boc-L-alanine; (2S)-2-[(tert-butoxycarbonyl)amino]propionic acid | 15761-38-3 | C8H15NO4 | 详情 | 详情 |
(XV) | 26447 | methyl (9S,12S)-12-[[(2S)-2-[(tert-butoxycarbonyl)amino]propanoyl](methyl)amino]-4-methoxy-11-oxo-2-oxa-10-azatricyclo[12.2.2.1(3,7)]nonadeca-1(16),3(19),4,6,14,17-hexaene-9-carboxylate | C29H37N3O8 | 详情 | 详情 | |
(XVI) | 26448 | (6R,9S,12S)-12-(4-methoxybenzyl)-2,2,6,9,11-pentamethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oic acid | C22H33N3O7 | 详情 | 详情 | |
(XVII) | 26449 | methyl (9S,12S)-4-methoxy-12-[[(2S,5S,8S,11R)-5-(4-methoxybenzyl)-2,6,8,11,15,15-hexamethyl-4,7,10,13-tetraoxo-14-oxa-3,6,9,12-tetraazahexadec-1-anoyl](methyl)amino]-11-oxo-2-oxa-10-azatricyclo[12.2.2.1(3,7)]nonadeca-1(16),3(19),4,6,14,17-hexaene-9-carboxylate | C46H60N6O12 | 详情 | 详情 |