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Diisopropylethylamine → 1-((1S,3R)-3-benzyloxycarbonyl-1-biphenyl-4-ylmethyl-butylcarbamoyl)-1H-pyrazole-3-carboxylic acid

HRID 881837
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HRID 881837 반응식
[NH:1]1[CH:5]=[CH:4][C:3]([C:6]([OH:8])=[O:7])=[N:2]1.C(N(C(C)C)CC)(C)C.[CH2:18]([O:25][C:26](=[O:47])[C@H:27]([CH3:46])[CH2:28][C@H:29]([N:43]=[C:44]=[O:45])[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)=[CH:33][CH:32]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CN(C=O)C>[CH2:18]([O:25][C:26]([C@H:27]([CH3:46])[CH2:28][C@H:29]([NH:43][C:44]([N:1]1[CH:5]=[CH:4][C:3]([C:6]([OH:8])=[O:7])=[N:2]1)=[O:45])[CH2:30][C:31]1[CH:32]=[CH:33][C:34]([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)=[CH:35][CH:36]=1)=[O:47])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1
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참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 86648208(2R,4S)-5-biphenyl-4-yl-4-isocyanato-2-methyl-pentanoic acid benzyl esterHCID 178524567HCID 178524567, 화합물

생성물 1

HCID 675058851-((1S,3R)-3-benzyloxycarbonyl-1-biphenyl-4-ylmethyl-butylcarbamoyl)-1H-pyrazole-3-carboxylic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

Next, to a solution of 1H-pyrazole-3-carboxylic acid (20.5 mg, 0.183 mmol) in DMF (1 mL) is added diisopropylethylamine (0.032 mL, 0.183 mmol). After 15 min a solution of the above (2R,4S)-5-biphenyl-4-yl-4-isocyanato-2-methyl-pentanoic acid benzyl ester in DMF (1 mL) is added dropwise and the mixture is stirred at room temperature for 18 hours. The mixture is purified by preparative HPLC using a gradient of 10% MeCN to 100% MeCN (0.1% TFA). Lyophilization of the appropriate fractions furnishes 1-((1S,3R)-3-benzyloxycarbonyl-1-biphenyl-4-ylmethyl-butylcarbamoyl)-1H-pyrazole-3-carboxylic acid.

후처리

  1. customThe mixture is purified by preparative HPLC

출처 및 근거

ORD 기록
ord-bb3e421fa91d4ce68ce99b5a65e727c4
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08993631B2

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