Aminoacetonitrile → (2S)-2-{(S)-[(4-bromophenyl)-thiazol-2-yl-methyl]-amino}-4-methylpentanoic acid cyanomethylamide

HRID 1009308노트

반응식

HRID 1009308 반응식
CN(C(O[N:9]1N=[N:16][C:11]2C=CC=N[C:10]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C.[Br:34][C:35]1[CH:40]=[CH:39][C:38]([C@H:41]([NH:47][C@@H:48]([CH2:52][CH:53]([CH3:55])[CH3:54])[C:49]([OH:51])=O)[C:42]2[S:43][CH:44]=[CH:45][N:46]=2)=[CH:37][CH:36]=1.NCC#N>>[C:10]([CH2:11][NH:16][C:49](=[O:51])[C@@H:48]([NH:47][C@@H:41]([C:38]1[CH:37]=[CH:36][C:35]([Br:34])=[CH:40][CH:39]=1)[C:42]1[S:43][CH:44]=[CH:45][N:46]=1)[CH2:52][CH:53]([CH3:55])[CH3:54])#[N:9]

참가 물질

5

반응물 4

HCID 10901AminoacetonitrileHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 67298316(2S)-2-{(S)-[(4-bromophenyl)thiazol-2-yl-methyl]-amino}-4-methylpentanoic acid

생성물 1

HCID 59715490(2S)-2-{(S)-[(4-bromophenyl)-thiazol-2-yl-methyl]-amino}-4-methylpentanoic acid cyanomethylamide

실험 절차

In the presence of HATU (1 eq.) and diisopropylethylamine (4 eq.), (2S)-2-{(S)-[(4-bromophenyl)-thiazol-2-yl-methyl]-amino}-4-methylpentanoic acid was coupled with aminoacetonitrile (2 eq., 1 eq. excess) to give (2S)-2-{(S)-[(4-bromophenyl)-thiazol-2-yl-methyl]-amino}-4-methylpentanoic acid cyanomethylamide as a cream solid.

출처 및 근거

ORD 기록
ord-97625fb265e7447ea44f21a8ad60adfc
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07973037B2

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