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

HRID 1669546노트

반응식

HRID 1669546 반응식
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

참가 물질

3

반응물 1

HCID 104021382-Benzyloxycarbamoyl-4-methylpentanoic acid ethyl ester

생성물 1

HCID 104455592-Benzyloxycarbamoyl-4-methyl-pentanoic acid수율 97.6%

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-caa136743f7d40baa059238eb8416482
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989484B2

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