Methyl chloroformate → (2R)-2-(methoxycarbonylamino)propanoic Acid

HRID 1161948

반응식

HRID 1161948 반응식
[NH2:1][C@@H:2]([C:4]([OH:6])=[O:5])[CH3:3].[OH-].[Na+].[CH3:9][O:10][C:11](Cl)=[O:12]>C(OCC)C>[CH3:9][O:10][C:11]([NH:1][C@@H:2]([C:4]([OH:6])=[O:5])[CH3:3])=[O:12]

참가 물질

5

실험 절차

To a solution of D-alanine (5 g, 56.1 mmol) in 1 N NaOH (152 mL, 152 mmol) at 0° C. is added a solution of MeOC(O)Cl (6.5 mL, 84.2 mmol) in diethyl ether (30 mL). The mixture is stirred in ice bath for 3 hours and then adjusted to pH 9 with 1 N NaOH. After stirring at room temperature for 1 hour, the mixture is washed with ether (3×50 mL), acidified to pH ˜2 with 5 N HCl, extracted with EtOAc (5×50 mL). The organic extract is washed with water, brine, and then dried (MgSO4). The solvent is removed to yield compound cxxxiv, N-methoxycarbonyl-D-alanine, as colorless oil (6.48 g, 79%).

후처리

  1. stirringAfter stirring at room temperature for 1 hour
  2. washthe mixture is washed with ether (3×50 mL)
  3. extractionextracted with EtOAc (5×50 mL)
  4. extractionThe organic extract
  5. washis washed with water, brine
  6. dry with materialdried (MgSO4)
  7. customThe solvent is removed

출처 및 근거

ORD 기록
ord-5690aa14a3644601bea5d1504f4ebe68
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07820671B2

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