5-(Tert-butyloxycarbonyl)-2-(4-fluorobenzyl)-8-hydroxy-6-methyl-2,3,4,4a,5,6-hexahydro-2,6-naphthyridine-1,7-dione → 2-(4-Fluorobenzyl)-8-hydroxy-6-methyl-2,3,4,4a,5,6-hexahydro-2,6-naphthyridine-1,7-dione-5-carboxylic acid

HRID 1436884ノート

反応式

HRID 1436884 の反応式
C([O:5][C:6]([CH:8]1[N:17]([CH3:18])[C:16](=[O:19])[C:15]([OH:20])=[C:14]2[CH:9]1[CH2:10][CH2:11][N:12]([CH2:22][C:23]1[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=1)[C:13]2=[O:21])=[O:7])(C)(C)C>C(O)(C(F)(F)F)=O.C(Cl)Cl>[F:29][C:26]1[CH:27]=[CH:28][C:23]([CH2:22][N:12]2[CH2:11][CH2:10][CH:9]3[C:14](=[C:15]([OH:20])[C:16](=[O:19])[N:17]([CH3:18])[CH:8]3[C:6]([OH:7])=[O:5])[C:13]2=[O:21])=[CH:24][CH:25]=1

参加物

4

反応物 1

HCID 547137575-(Tert-butyloxycarbonyl)-2-(4-fluorobenzyl)-8-hydroxy-6-methyl-2,3,4,4a,5,6-hexahydro-2,6-naphthyridine-1,7-dione

生成物 1

HCID 690691832-(4-Fluorobenzyl)-8-hydroxy-6-methyl-2,3,4,4a,5,6-hexahydro-2,6-naphthyridine-1,7-dione-5-carboxylic acid

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 6422Trifluoroacetic acid溶媒2 回

実験手順

A solution of 5-(tert-butyloxycarbonyl)-2-(4-fluorobenzyl)-8-hydroxy-6-methyl-2,3,4,4a,5,6-hexahydro-2,6-naphthyridine-1,7-dione, Diastereomer 1 from Example 4, (0.015 g, 0.037 mmol) in 50% TFA in CH2Cl2 (2.4 mL) was stirred at room temperature. After 1.3 hours, TFA acid (0.5 mL) was added to the reaction mixture. After 48 hours, the reaction mixture was concentrated under vacuum to give the title compound. ES MS M+1=349.

後処理

  1. waitAfter 48 hours
  2. concentrationthe reaction mixture was concentrated under vacuum

出典と根拠

ORDレコード
ord-73bc0118e28749b19840ae591e7a6f0c
出典データセット
uspto-grants-2009_11
特許番号
US07619086B2

反応ノート

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