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

HRID 1630095

反応式

HRID 1630095 の反応式
Cl.[N:2]1([CH2:11][C:12]([OH:14])=O)[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[N:3]1.[NH2:15][C@@H:16]([CH2:34][O:35][CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[C:17]([NH:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)=[CH:22][CH:21]=1)=[O:18]>>[N:2]1([CH2:11][C:12]([NH:15][C@@H:16]([CH2:34][O:35][CH2:36][C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[C:17]([NH:19][C:20]2[CH:21]=[CH:22][C:23]([O:26][C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=3)=[CH:24][CH:25]=2)=[O:18])=[O:14])[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[N:3]1

参加物

3

反応物 2

HCID 67009137(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamideHCID 670092502-(1H-benzo[d][1,2,3]triazol-1-yl)acetic acid hydrochloride

生成物 1

HCID 67009278(S)-2-(2-(1H-benzo[d][1,2,3]triazol-1-yl)acetamido)-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide収率 59%

実験手順

Proceeding as in Example 1, but substituting 2-(1H-benzo[d][1,2,3]triazol-1-yl)acetic acid hydrochloride and (S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide, gave Compound 151, (S)-2-(2-(1H-benzo[d][1,2,3]triazol-1-yl)acetamido)-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide (41 mg, 59%); Major isomer: 1H-NMR (400 MHz, DMSO-D6): σ 10.25 (br s, 1H), 9.04-9.02 (d, 1H), 8.05-8.03 (d, 1H), 7.78-7.76 (d, 1H), 7.64-7.60 (d, 2H), 7.53-7.49 (t, 1H), 7.41-7.38 (t, 1H), 7.33-7.28 (m, 5H), 7.23-7.19 (t, 2H), 7.05-6.98 (m, 4H), 5.59 (s, 1H), 4.77-4.72 (m, 1H), 4.56 (s, 1H), 3.73-3.72 (d, 2H). MS (EI) for C30H26FN5O4. found 540.0 (MH+).

出典と根拠

ORDレコード
ord-4cb2884a906840f3b95ff21b4ab0650f
出典データセット
uspto-grants-2014_07
特許番号
US08791102B2

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