Trifluoroacetic acid → L-Phenylalanyl-L-alanine

HRID 223103

반응식

HRID 223103 반응식
C([O:5][C:6]([C@@H:8]([N:10]1[C@H:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C@H:12]([N:20]=[N+]=[N-])[C:11]1=[O:23])[CH3:9])=[O:7])(C)(C)C.[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27]>[Pd]>[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27].[NH2:20][C@H:12]([C:11]([NH:10][C@H:8]([C:6]([OH:7])=[O:5])[CH3:9])=[O:23])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

참가 물질

5

반응물 2

HCID 6422Trifluoroacetic acidHCID 130352141-(1(S)-t-butoxycarbonylethyl)-3(S)-azido-4(R)-phenylazetidin-2-one

생성물 2

HCID 6422Trifluoroacetic acidHCID 5488196L-Phenylalanyl-L-alanine수율 94%

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

After 1-(1(S)-t-butoxycarbonylethyl)-3(S)-azido-4(R)-phenylazetidin-2-one (300 mg., 0.95 mmol) was stirred in trifluoroacetic acid (2 ml.) at room temperature for 15 hours, the solvent was removed by distillation under reduced pressure. The thus obtained oil (360 mg.) was hydrogenated in 25 ml. of ethanol at 50° C. for 15 hours under ambient pressure using a 10% Pd-C (300 mg.) as a catalyst to give trifluoroacetic acid salt of L-phenylalanyl-L-alanine (311 mg., yield: 94%).

후처리

  1. customthe solvent was removed by distillation under reduced pressure

출처 및 근거

ORD 기록
ord-8446506b615d4f04850806817179a906
출처 데이터셋
uspto-grants-1982_10
특허 번호
US04352752

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