2-Benzyloxycarbamoyl-4-methylpentanoic acid ethyl ester → 2-Benzyloxycarbamoyl-4-methyl-pentanoic acid

HRID 1516470ノート

反応式

HRID 1516470 の反応式
C([O:3][C:4](=[O:21])[CH:5]([C:10](=[O:20])[NH:11][O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:6][CH:7]([CH3:9])[CH3:8])C>[OH-].[Na+]>[CH2:13]([O:12][NH:11][C:10]([CH:5]([CH2:6][CH:7]([CH3:9])[CH3:8])[C:4]([OH:21])=[O:3])=[O:20])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

参加物

3

反応物 1

HCID 104021382-Benzyloxycarbamoyl-4-methylpentanoic acid ethyl ester

生成物 1

HCID 104455592-Benzyloxycarbamoyl-4-methyl-pentanoic acid収率 97.6%

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒

実験手順

Intermediate (3b) (7.5 g, 25.5 mmol, 1.0 eq) was dissolved into 80 mL of 1N NaOH solution and stirred at room temperature overnight. The solution was then washed with 80 mL EtOAc, acidified to pH 1 with 6N HCl and extracted 2×100 mL EtOAc. The organic was dried over MgSO4 and concentrated to yield intermediate (3c) (6.6 g). 1H NMR (DMSO) δ (ppm): 1.0 (m, 6H), 1.4-1.8 (m, 3H), 1.3 (t, 3H), 1.5-1.7 (m, 1H), 3.2 (t, 1H), 4.9 (s, 2H), 7.4-7.6 (m, 5H) 11.4 (s, 1H).

後処理

  1. washThe solution was then washed with 80 mL EtOAc
  2. extractionextracted 2×100 mL EtOAc
  3. dry with materialThe organic was dried over MgSO4
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-1f442ae21ebb46549292f513ef57a93c
出典データセット
uspto-grants-2012_07
特許番号
US08227497B2

反応ノート

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