Benzyl Alcohol → Benzyl-(1S,2R)-1-({(2R,3R)-3-methoxy-2-methyl-3-[(2S)-pyrrolidin-2-yl]propanoyl}amino)-2-phenylcyclopropanecarboxylate trifluoroacetate

HRID 882578노트

반응식

HRID 882578 반응식
C(OC(N[C@H](C([N:18]([CH3:35])[C@@H:19]([C@@H:31]([CH3:34])CC)[C@H:20]([O:29][CH3:30])[CH2:21][C:22]([O:24]C(C)(C)C)=O)=O)C(C)C)=O)C1C=CC=CC=1.[CH:36]1(NC2CCCCC2)CCCCC1.[NH2:49][C@@:50]1([C:59]([O:61][CH2:62][C:63]2[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=2)=[O:60])[CH2:52][C@@H:51]1[C:53]1[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1.C(OC(N[C@@]1(C(O)=O)C[C@@H]1C1C=CC=CC=1)=O)(C)(C)C.C(O)C1C=CC=CC=1.[F:97][C:98]([F:103])([F:102])[C:99]([OH:101])=[O:100]>>[F:97][C:98]([F:103])([F:102])[C:99]([OH:101])=[O:100].[CH3:30][O:29][C@@H:20]([C@@H:19]1[CH2:31][CH2:34][CH2:35][NH:18]1)[C@@H:21]([CH3:36])[C:22]([NH:49][C@@:50]1([C:59]([O:61][CH2:62][C:63]2[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=2)=[O:60])[CH2:52][C@@H:51]1[C:53]1[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1)=[O:24]

참가 물질

7

반응물 6

HCID 244Benzyl AlcoholHCID 6422Trifluoroacetic acidHCID 7582DicyclohexylamineHCID 7009512(1S,2R)-N-Boc-1-amino-2-phenylcyclopropanecarboxylic acidHCID 10529182(3R,4S,5S)-tert-butyl 4-((S)-2-(((benzyloxy)carbonyl)amino)-N,3-dimethylbutanamido)-3-methoxy-5-methylheptanoate2회HCID 66837318benzyl (1S,2R)-1-amino-2-phenylcyclopropanecarboxylate2회

생성물 1

HCID 70979740Benzyl-(1S,2R)-1-({(2R,3R)-3-methoxy-2-methyl-3-[(2S)-pyrrolidin-2-yl]propanoyl}amino)-2-phenylcyclopropanecarboxylate trifluoroacetate

실험 절차

The title compound was prepared in analogy to the synthesis of Intermediate 18, proceeding from (2R,3R)-3-[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-3-methoxy-2-methylpropanoic acid (Starting Compound 1), which was released from the dicyclohexylamine salt, and benzyl(1S,2R)-1-amino-2-phenylcyclopropanecarboxylate. Benzyl (1S,2R)-1-amino-2-phenylcyclopropanecarboxylate had been prepared beforehand by standard methods, by esterifying commercially available (1S,2R)-1-[(tert-butoxycarbonyl)amino]-2-phenylcyclopropanecarboxylic acid with benzyl alcohol and subsequent Boc detachment with trifluoroacetic acid.

출처 및 근거

ORD 기록
ord-028cbfe4ed1f485d93568a6bae8bd703
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08992932B2

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