(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide → (S)-3-(benzyloxy)-2-(2-(3,5-dimethylisoxazol-4-yl)acetamido)-N-(4-(4-fluorophenoxy)phenyl)propanamide

HRID 1630094

反応式

HRID 1630094 の反応式
Cl.[CH3:2][C:3]1[C:7]([CH2:8][C:9]([OH:11])=O)=[C:6]([CH3:12])[O:5][N:4]=1.[NH2:13][C@@H:14]([CH2:32][O:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:15]([NH:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)=[CH:20][CH:19]=1)=[O:16]>>[CH2:34]([O:33][CH2:32][C@H:14]([NH:13][C:9](=[O:11])[CH2:8][C:7]1[C:3]([CH3:2])=[N:4][O:5][C:6]=1[CH3:12])[C:15]([NH:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)=[CH:20][CH:19]=1)=[O:16])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

参加物

3

反応物 2

HCID 67009137(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamideHCID 670094202-(3,5-Dimethylisoxazol-4-yl)acetic acid hydrochloride

生成物 1

HCID 67009252(S)-3-(benzyloxy)-2-(2-(3,5-dimethylisoxazol-4-yl)acetamido)-N-(4-(4-fluorophenoxy)phenyl)propanamide収率 72%

実験手順

Proceeding as in Example 1, but substituting 2-(3,5-dimethylisoxazol-4-yl)acetic acid hydrochloride and (S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide, gave Compound 150, (S)-3-(benzyloxy)-2-(2-(3,5-dimethylisoxazol-4-yl)acetamido)-N-(4-(4-fluorophenoxy)phenyl)propanamide (48 mg, 72%); Major isomer: 1H-NMR (400 MHz, DMSO-D6): σ 10.22 (br s, 1H), 8.52-8.50 (d, 1H), 7.63-7.60 (d, 2H), 7.33-7.27 (m, 5H), 7.23-7.19 (t, 2H), 7.03-6.98 (m, 4H), 4.73-4.68 (m, 1H), 4.53 (s, 2H), 3.70-3.63 (m, 1H), 3.31 (s, 2H), 2.28 (s, 3H), 2.11 (s, 3H). MS (EI) for C29H28FN3O5. found 518.0 (MH+).

出典と根拠

ORDレコード
ord-338efe248c3c4ed3b5306907d9fb7155
出典データセット
uspto-grants-2014_07
特許番号
US08791102B2

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