Water → Isopropyl (2RS,3S)-3-(benzyloxycarbonyl)amino-2-hydroxy-4-phenylbutyrate

HRID 1061652노트

반응식

HRID 1061652 반응식
O.C(=O)([O-])[O-].[Na+].[Na+].[NH2:8][C@@H:9]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH:10]([OH:17])[C:11]([O:13][CH:14]([CH3:16])[CH3:15])=[O:12].Cl[C:26]([O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:27]>C(OCC)C.C(OCC)(=O)C>[CH2:29]([O:28][C:26]([NH:8][C@@H:9]([CH2:18][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[CH:10]([OH:17])[C:11]([O:13][CH:14]([CH3:15])[CH3:16])=[O:12])=[O:27])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 10387Benzyl chloroformateHCID 11736536isopropyl (2RS,3S)-3-amino-2-hydroxy-4-phenylbutyrate

생성물 1

HCID 60073836Isopropyl (2RS,3S)-3-(benzyloxycarbonyl)amino-2-hydroxy-4-phenylbutyrate

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8857Ethyl Acetate용매

실험 절차

Water (10 ml) and sodium carbonate (763 mg) are added to a solution of isopropyl (2RS,3S)-3-amino-2-hydroxy-4-phenylbutyrate (800 mg, Reference compound No. 4-1) in diethyl ether (10 ml). Benzyl chloroformate (691 mg) is added to the mixture, and the whole is stirred for two hours. Ethyl acetate is added to the reaction mixture, and the whole is washed with a saturated aqueous sodium hydrogencarbonate solution, water and saturated brine successively and dried over anhydrous magnesium sulfate. The organic layer is concentrated under reduced pressure, and the resulting residue is purified by silica gel column chromatography to give the titled reference compound (1.02 g).

후처리

  1. washthe whole is washed with a saturated aqueous sodium hydrogencarbonate solution, water and saturated brine successively
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationThe organic layer is concentrated under reduced pressure
  4. customthe resulting residue is purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-7698a433d7ff460ba8d5158dc719e85b
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06960575B2

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