Ethanolamine → (S)-N-{3-Cyclohexyl-1-[2-(5-benzyloxy-2,3-dihydro-indol-1-yl)-ethylcarbamoyl]-propyl}-3-methoxy-benzamide

HRID 132136

반응식

HRID 132136 반응식
[C:1](Cl)(=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH3:9])[CH:3]=1.[NH2:12][C@@H:13]([CH2:17][CH2:18][CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[C:14]([OH:16])=O.[CH2:25]([CH2:27][NH2:28])O.[CH2:29]([O:36][C:37]1[CH:38]=[C:39]2[C:43](=[CH:44][CH:45]=1)[NH:42][CH2:41][CH2:40]2)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH:19]1([CH2:18][CH2:17][C@H:13]([NH:12][C:1](=[O:10])[C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH3:9])[CH:3]=2)[C:14](=[O:16])[NH:28][CH2:27][CH2:25][N:42]2[C:43]3[C:39](=[CH:38][C:37]([O:36][CH2:29][C:30]4[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=4)=[CH:45][CH:44]=3)[CH2:40][CH2:41]2)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

참가 물질

5

반응물 4

HCID 700EthanolamineHCID 74374m-Anisoyl chlorideHCID 167948815-(Benzyloxy)-2,3-dihydro-1H-indoleHCID 22839041(S)-2-amino-4-cyclohexylbutanoic acid

생성물 1

HCID 11444487(S)-N-{3-Cyclohexyl-1-[2-(5-benzyloxy-2,3-dihydro-indol-1-yl)-ethylcarbamoyl]-propyl}-3-methoxy-benzamide수율 10%

실험 절차

Following the procedures of Example 3, except using m-anisoyl chloride, (S)-2-amino-4-cyclohexyl-butyric acid, ethanolamine and 5-benzyloxyindoline as starting materials, the title compound was prepared in 10% yield. The final material was purified by reverse phase preparative HPLC using TFA as a modifier. The final compound is therefore a partial TFA salt: HPLC-MS calcd. for C35H43N3O4 (M+H+) 570.3, found 570.6.

후처리

  1. customThe final material was purified by reverse phase preparative HPLC

출처 및 근거

ORD 기록
ord-b7d77f068c1441a08b4c05fbe9673a44
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07384970B2

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