(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide → (S)-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)-2-(2-(4-methyl-1H-1,2,3-triazol-1-yl)acetamido)propanamide

HRID 1630097ノート

反応式

HRID 1630097 の反応式
Cl.[CH3:2][C:3]1[N:4]=[N:5][N:6]([CH2:8][C:9]([OH:11])=O)[CH:7]=1.[NH2:12][C@@H:13]([CH2:31][O:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:14]([NH:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)=[CH:19][CH:18]=1)=[O:15]>>[CH2:33]([O:32][CH2:31][C@H:13]([NH:12][C:9](=[O:11])[CH2:8][N:6]1[CH:7]=[C:3]([CH3:2])[N:4]=[N:5]1)[C:14]([NH:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)=[CH:19][CH:18]=1)=[O:15])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

参加物

3

反応物 2

HCID 67009137(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamideHCID 670104212-(4-Methyl-1,2,3-triazol-1-yl)acetic acid hydrochloride

生成物 1

HCID 67010042(S)-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)-2-(2-(4-methyl-1H-1,2,3-triazol-1-yl)acetamido)propanamide収率 18%

実験手順

Proceeding as in Example 1, but substituting 2-(4-methyl-1,2,3-triazol-1-yl)acetic acid hydrochloride and (S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide, gave Compound 153, (S)-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)-2-(2-(4-methyl-1H-1,2,3-triazol-1-yl)acetamido)propanamide (13 mg, 18%); Major isomer: 1H-NMR (400 MHz, DMSO-D6): σ 10.24 (br s, 1H), 8.84-8.82 (d, 1H), 7.76 (s, 2H), 7.63-7.59 (d, 2H), 7.32-7.27 (m, 5H), 7.23-7.19 (t, 2H), 7.04-6.98 (m, 4H), 5.15 (s, 1H), 4.75-4.70 (m, 1H), 4.54 (s, 2H), 3.70-3.68 (d, 2H), 2.23 (s, 3H). MS (EI) for C27H26FN5O4. found 504.0 (MH+).

出典と根拠

ORDレコード
ord-97bf0c793d8a413b9d2e5abad962e845
出典データセット
uspto-grants-2014_07
特許番号
US08791102B2

反応ノート

読み込み中…