2,3,5,6-Tetrafluorophenol → N-[(1-methyl-3-isobutyl-indole-2-cabonyl)leucinyl]-3-amino-4-oxo-5-(2,3,5,6-tetrafluorophenyloxy)-pentanoic acid, tert-butyl ester

HRID 634939

반응식

HRID 634939 반응식
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][CH:12]([CH3:14])[CH3:13])=[C:3]1[C:15]([NH:17][C@H:18]([C:23]([NH:25][CH:26]([C:35](=[O:38])[CH2:36]Br)[CH2:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])=[O:24])[CH2:19][CH:20]([CH3:22])[CH3:21])=[O:16].[F-].[K+].[F:41][C:42]1[C:47]([F:48])=[CH:46][C:45]([F:49])=[C:44]([F:50])[C:43]=1[OH:51].CCCCCC.CCOC(C)=O>CN(C=O)C>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][CH:12]([CH3:14])[CH3:13])=[C:3]1[C:15]([NH:17][C@H:18]([C:23]([NH:25][CH:26]([C:35](=[O:38])[CH2:36][O:51][C:43]1[C:44]([F:50])=[C:45]([F:49])[CH:46]=[C:47]([F:48])[C:42]=1[F:41])[CH2:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])=[O:24])[CH2:19][CH:20]([CH3:22])[CH3:21])=[O:16]

참가 물질

6

반응물 4

HCID 698582,3,5,6-TetrafluorophenolHCID 522689Potassium FluorideHCID 21226206Ethyl acetate hexaneHCID 86756364N-[(1-methyl-3-isobutyl-indole-2-cabonyl)leucinyl]-3-amino-5-bromo-4-oxo-pentanoic acid, tert-butyl ester

생성물 1

HCID 86756363N-[(1-methyl-3-isobutyl-indole-2-cabonyl)leucinyl]-3-amino-4-oxo-5-(2,3,5,6-tetrafluorophenyloxy)-pentanoic acid, tert-butyl ester수율 72.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The titled product (47.6 mg, 72%, white solid) was prepared as described in Example 82 using the product of Example 88 (57.6 mg, 0.097 mmol), potassium fluoride (18.5 mg, 0.24 mmol), and 2,3,5,6-tetrafluorophenol (21.1 mg, 0.097 mmol) in DMF (2.0 ml). TLC (hexane/EtOAc, 50/50): Rf=0.55.

출처 및 근거

ORD 기록
ord-a522d2b1178044bea514733c1e72cef4
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06184244B2

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