2-Dimethylaminopyridine → N,beta,beta-trimethyl-L-phenylalanyl-N1-((1R,2E)-4-{[4-(benzyloxy)benzyl]oxy}-1-isopropyl-3-methyl-4-oxobut-2-enyl)-N1,3-dimethyl-L-valinamide

HRID 1865713

반응식

HRID 1865713 반응식
[CH3:1][NH:2][C@H:3]([C:13]([NH:15][C@H:16]([C:21]([N:23]([C@@H:25]([CH:32]([CH3:34])[CH3:33])/[CH:26]=[C:27](/[C:29]([OH:31])=[O:30])\[CH3:28])[CH3:24])=[O:22])[C:17]([CH3:20])([CH3:19])[CH3:18])=[O:14])[C:4]([CH3:12])([CH3:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH2:35]([O:42][C:43]1[CH:50]=[CH:49][C:46]([CH2:47]O)=[CH:45][CH:44]=1)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1.CN(C1C=CC=CN=1)C>ClCCl>[CH3:1][NH:2][C@H:3]([C:13]([NH:15][C@H:16]([C:21]([N:23]([C@H:25]([CH:32]([CH3:34])[CH3:33])/[CH:26]=[C:27](\[CH3:28])/[C:29]([O:31][CH2:47][C:46]1[CH:49]=[CH:50][C:43]([O:42][CH2:35][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)=[CH:44][CH:45]=1)=[O:30])[CH3:24])=[O:22])[C:17]([CH3:20])([CH3:19])[CH3:18])=[O:14])[C:4]([CH3:11])([CH3:12])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

참가 물질

5

반응물 3

HCID 218852-DimethylaminopyridineHCID 70043(4-(Benzyloxy)phenyl)methanolHCID 6918637N,beta,beta-Trimethyl-L-phenylalanyl-N-((1S,2E)-3-carboxy-1-(1-methylethyl)-2-buten-1-yl)-N,3-dimethyl-L-valinamide

생성물 1

HCID 11671966N,beta,beta-trimethyl-L-phenylalanyl-N1-((1R,2E)-4-{[4-(benzyloxy)benzyl]oxy}-1-isopropyl-3-methyl-4-oxobut-2-enyl)-N1,3-dimethyl-L-valinamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of N,β,β-trimethyl-L-phenylalanyl-N1-[(1S,2E)-3-carboxy-1-isopropylbut-2-enyl]-N1,3-dimethyl-L-valinamide (287 mg, 0.607 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimine hydrochloride (0.728 mmol), 4-(benzyloxy)benzyl alcohol (137 mg, 0.638 mmol) and dimethylaminopyridine (0.12 mmol) in anhydrous dichloromethane (12 mL) are stirred under a nitrogen atmosphere at room temperature for 20 hours. The solvent is removed, the residue taken up in methanol, and the product purified by reverse phase HPLC (0.01% trifluoroacetic acid in water/acetonitrile) to give the title compound as a white gum, 208 mg, MS: m/z 670.4 (M+1).

후처리

  1. customThe solvent is removed
  2. customthe product purified by reverse phase HPLC (0.01% trifluoroacetic acid in water/acetonitrile)

출처 및 근거

ORD 기록
ord-68705f8c46f54ceba22302f2d5bc0406
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07626023B2

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