Cyanogen Bromide → (S)-4-[3-(4-chloro-phenyl)-3-methoxy-propyl]-4,5-dihydro-oxazol-2-ylamine

반응식

[NH2:1][C@@H:2]([CH2:5][CH2:6][CH:7]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)[O:8][CH3:9])[CH2:3][OH:4].[N:17]#[C:18]Br>>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([CH:7]([O:8][CH3:9])[CH2:6][CH2:5][C@H:2]2[CH2:3][O:4][C:18]([NH2:17])=[N:1]2)=[CH:11][CH:12]=1

참가 물질

반응물 2

HCID 10476Cyanogen Bromide

HCID 59173183(S)-2-amino-5-(4-chloro-phenyl)-5-methoxy-pentan-1-ol

생성물 1

HCID 59173114(S)-4-[3-(4-chloro-phenyl)-3-methoxy-propyl]-4,5-dihydro-oxazol-2-ylamine

실험 절차

In analogy to example 1d (S)-2-amino-5-(4-chloro-phenyl)-5-methoxy-pentan-1-ol was reacted with cyanogen bromide to give (S)-4-[3-(4-chloro-phenyl)-3-methoxy-propyl]-4,5-dihydro-oxazol-2-ylamine (mixture of epimers). White solid. MS (ISP): 271.2 ([{37Cl}M+H]+), 269.2 ([{35Cl}M+H]+).

출처 및 근거

ORD 기록: ord-2a9cf62983704a82bbedb70053a2b3ae
출처 데이터셋: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08242153B2

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