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

HRID 1061652ノート

反応式

HRID 1061652 の反応式
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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-7698a433d7ff460ba8d5158dc719e85b
出典データセット
uspto-grants-2005_11
特許番号
US06960575B2

反応ノート

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