Dimethylformamide → HCID 10602177, 화합물

HRID 1653683

반응식

HRID 1653683 반응식
[CH3:1]N(C=O)C.[NH2:6][C:7]1[N:8]=[C:9]([NH2:27])[C:10]2[C:15]([CH2:16][CH2:17][C:18]3[CH:26]=[CH:25][C:21]([C:22](O)=[O:23])=[CH:20][CH:19]=3)=[CH:14][NH:13][C:11]=2[N:12]=1.[C:28]([O:32][C:33]([NH:35][CH2:36][CH2:37][CH2:38][C@@H:39]([C:41]([OH:43])=[O:42])[NH2:40])=[O:34])([CH3:31])([CH3:30])[CH3:29].P(C#N)(OCC)(OCC)=O>C(N(CC)CC)C>[NH2:6][C:7]1[N:8]=[C:9]([NH2:27])[C:10]2[C:15]([CH2:16][CH2:17][C:18]3[CH:26]=[CH:25][C:21]([C:22]([NH:40][C@H:39]([C:41]([O:43][CH3:1])=[O:42])[CH2:38][CH2:37][CH2:36][NH:35][C:33]([O:32][C:28]([CH3:31])([CH3:29])[CH3:30])=[O:34])=[O:23])=[CH:20][CH:19]=3)=[CH:14][NH:13][C:11]=2[N:12]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 76257Diethyl cyanophosphonateHCID 6993436(2S)-2-amino-5-(((tert-butoxy)carbonyl)amino)pentanoic acidHCID 10447331HCID 10447331, 화합물

생성물 1

HCID 10602177HCID 10602177, 화합물수율 85%

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

To a DMF solution of 4-[2-(2,4-diamino-7H-pyrrolo [2,3-d]pyrimidin-5-yl)ethyl]benzoic acid (1.52 g) and methyl ester of N(δ)-t-butyloxycarbonyl-L-ornithine (1.3 g) was added diethyl cyanophosphate (1.4 g). The mixture was stirred for one hour at room temperature in the presence of triethylamine (3.0 g). The reaction mixture was concentrated under reduced pressure. The concentrate was purified by column chromatography on silica gel (carrier: 30 g; chloroform:ethanol containing 1% ammonium=20:1-15:1) to afford methyl N(α)-[4-[2-(2,4-diamino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-N-(δ)-(t-butyloxycarbonyl)-L-ornithinate (2.30 g; yield 85%).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe concentrate was purified by column chromatography on silica gel (carrier: 30 g; chloroform:ethanol containing 1% ammonium=20:1-15:1)

출처 및 근거

ORD 기록
ord-6c87443a3ce54b5fa4461fbfe227b526
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05403843

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