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Nalpha(4-nitrobenzenesulfonyl)-L-tryptophan → (2S)-6-[[(2S)-3-(1H-indol-3-yl)-2-[(4-nitrophenyl)sulfonylamino]propanoyl]amino]-2-[isobutyl(p-tolylsulfonyl)amino]hexanoic acid

HRID 431310
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HRID 431310 반응식
[CH2:1]([N:5]([S:15]([C:18]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=1)(=[O:17])=[O:16])[C@H:6]([C:12]([OH:14])=[O:13])[CH2:7][CH2:8][CH2:9][CH2:10][NH2:11])[CH:2]([CH3:4])[CH3:3].[N+:25]([C:28]1[CH:33]=[CH:32][C:31]([S:34]([NH:37][C@H:38]([C:49](O)=[O:50])[CH2:39][C:40]2[C:48]3[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=3)[NH:42][CH:41]=2)(=[O:36])=[O:35])=[CH:30][CH:29]=1)([O-:27])=[O:26]>>[CH3:24][C:21]1[CH:22]=[CH:23][C:18]([S:15]([N:5]([C@H:6]([C:12]([OH:14])=[O:13])[CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:49]([C@@H:38]([NH:37][S:34]([C:31]2[CH:32]=[CH:33][C:28]([N+:25]([O-:27])=[O:26])=[CH:29][CH:30]=2)(=[O:35])=[O:36])[CH2:39][C:40]2[C:48]3[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=3)[NH:42][CH:41]=2)=[O:50])[CH2:1][CH:2]([CH3:3])[CH3:4])(=[O:17])=[O:16])=[CH:19][CH:20]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 1572095Nalpha(4-nitrobenzenesulfonyl)-L-tryptophanHCID 23552860Nalpha-isobutyl-Nalpha-(4-methylbenzenesulfonyl)-L-lysine

생성물 1

HCID 508531(2S)-6-[[(2S)-3-(1H-indol-3-yl)-2-[(4-nitrophenyl)sulfonylamino]propanoyl]amino]-2-[isobutyl(p-tolylsulfonyl)amino]hexanoic acid

실험 절차

The title compound was prepared from Nα-isobutyl-Nα-(4-methylbenzenesulfonyl)-L-lysine (100 mg, 0.29 mmol, example 1, step E) as described in general procedure Bc using Nα-(4-nitrobenzenesulfonyl)-L-tryptophan (120 mg, 0.3 mmol) which was prepared in step A of example 5. The final product was purified by HPLC to give 66 mg (36%) of pure adduct.

후처리

  1. customwas prepared in step A of example 5
  2. customThe final product was purified by HPLC

출처 및 근거

ORD 기록
ord-e7db5fafa31a4a998ef84d3e7b1f882e
출처 데이터셋
uspto-grants-2003_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06656965B2

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