N-[1-(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanine-N-carboxyanhydride → Enalapril

HRID 481757노트

반응식

HRID 481757 반응식
[CH2:1]([O:3][C:4]([C@@H:6]([NH:15][C@H:16]([C:18]([OH:20])=O)[CH3:17])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:5])[CH3:2].CCOC([CH:26]([N:35]1C(=O)[O:39][C:37](=[O:38])[CH:36]1[CH3:42])[CH2:27]CC1C=CC=CC=1)=O>>[CH3:2][CH2:1][O:3][C:4]([C@@H:6]([NH:15][C@H:16]([C:18]([N:35]1[C@H:36]([C:37]([OH:39])=[O:38])[CH2:42][CH2:27][CH2:26]1)=[O:20])[CH3:17])[CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:5]

참가 물질

3

반응물 2

HCID 4639425N-[1-(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanine-N-carboxyanhydrideHCID 5702571N-[1(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanine

생성물 1

HCID 5388962Enalapril수율 81.8%

실험 절차

In the said patent in the activation reaction of the starting N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine neither the racemization on α-C atom of N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride is specified nor possible side reactions (J. Org. Chem., 32, 11, 1967) are mentioned. In the optimum Example 4 the reaction yield up to enalapril (base) is 87%. The separation of enalapril maleate is carried out with a 81.8% yield.

출처 및 근거

ORD 기록
ord-0cc61fe8b98743ddb2f59cfe9f8e3d89
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05789597

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