p-Toluenesulfonic acid → (S)-2-[(azepane-1-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

HRID 129988노트

반응식

HRID 129988 반응식
[NH2:1][C@H:2]([C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].[CH3:17][C:18]1C=[CH:20][C:21](S(O)(=O)=O)=[CH:22][CH:23]=1.C1N=C[N:30]([C:33](N2C=NC=C2)=[O:34])C=1.N1CCCCCC1>C1COCC1.O>[CH2:10]([O:9][C:7](=[O:8])[C@H:2]([CH2:3][CH:4]([CH3:6])[CH3:5])[NH:1][C:33]([N:30]1[CH2:20][CH2:21][CH2:22][CH2:23][CH2:18][CH2:17]1)=[O:34])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

7

반응물 4

HCID 6101p-Toluenesulfonic acidHCID 8119AzepaneHCID 682631,1'-CarbonyldiimidazoleHCID 6451313Benzyl L-leucinate

생성물 1

HCID 10593708(S)-2-[(azepane-1-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

TEA (0.73 ml) was added dropwise to a suspension of Leu-OBzl.TsOH (1.97 g) and CDI (0.85 g) in THF (10 ml) at 0°~5° C. over a period of 5 min and the mixture was stirred at the same temperature for 1 h. Perhydroazepine (0.67 ml) was added and the reaction mixture was stirred at room temperature for 14 h, and poured into water (100 ml). The resulting precipitate was collected by filtration to afford the product (1.75 g).

후처리

  1. stirringthe reaction mixture was stirred at room temperature for 14 h
  2. filtrationThe resulting precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-843592f2bf9a44f9a4d58a00b072f452
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05470833

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