Isovalerate → (2S)-3-methyl-2-[pentanoyl-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]amino]-5,5,5-triphenylpentanoic acid

HRID 453951

반응식

HRID 453951 반응식
CC(C)CC([O-])=O.[C:8](N1C(C2C=CC=CC=2B(O)O)=NN=N1)([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C[O:42][C:43](=[O:92])[C@@H:44]([N:48]([C:86](=[O:91])[CH2:87][CH2:88][CH2:89][CH3:90])[CH2:49][C:50]1[CH:55]=[CH:54][C:53]([C:56]2[CH:61]=[CH:60][CH:59]=[CH:58][C:57]=2[C:62]2[N:66](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:65]=[N:64][N:63]=2)=[CH:52][CH:51]=1)[CH:45]([CH3:47])[CH3:46]>>[CH3:90][CH2:89][CH2:88][CH2:87][C:86]([N:48]([C@H:44]([C:43]([OH:42])=[O:92])[CH:45]([CH2:46][C:8]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[CH3:47])[CH2:49][C:50]1[CH:51]=[CH:52][C:53]([C:56]2[C:57]([C:62]3[N:66]=[N:65][NH:64][N:63]=3)=[CH:58][CH:59]=[CH:60][CH:61]=2)=[CH:54][CH:55]=1)=[O:91]

참가 물질

4

반응물 3

HCID 3587356IsovalerateHCID 103427452-(1-Trityl-1H-tetrazol-5-YL)phenylboronic acidHCID 16726602(S)-Methyl 3-methyl-2-(N-((2'-(1-trityl-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)pentanamido)butanoate

생성물 1

HCID 21051452(2S)-3-methyl-2-[pentanoyl-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]amino]-5,5,5-triphenylpentanoic acid

실험 절차

WO 2007/005967 discloses the condensation of p-Bromobenzylbromide with valine methyl ester to give (S)-methyl-2-(4-bromobenzylamino)-3-methyl butanoate which on reaction with valeryl chloride to give (S)-methyl-2-(4-bromobenzyl)pentanamido)-3-methylbutanoate. (S)-methyl-2-(4-bromobenzyl)pentanamido)-3-methylbutanoate is treated with 2-(1-trityl-1H-tetrazol-5-yl)phenylboronic acid to give (S)-3-methyl-2-{pentanoyl-[2′-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-ylmethyl]amino}butyric acid methyl ester and base hydrolysis to give trityl valsartan. Triltyl valsartan is treated with an acid to give valsartan.

후처리

  1. customto give

출처 및 근거

ORD 기록
ord-632a418b51574626bf30def58d43d16d
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492577B2

연결된 노트

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