Hydrochloric Acid → 2-((R)-3-Amino-4-hydroxy-but-1-enyl)-benzoic Acid Ethyl Ester

HRID 660560노트

반응식

HRID 660560 반응식
C(OC([N:8]1[C@H:12]([CH:13]=[CH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:11][O:10]C1(C)C)=O)(C)(C)C.Cl>CO>[CH2:24]([O:23][C:21](=[O:22])[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[CH:14]=[CH:13][C@@H:12]([NH2:8])[CH2:11][OH:10])[CH3:25]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 68839236(R)-4-[2-(2-Ethoxycarbonylphenyl)-vinyl]-2,2-dimethyl-oxazolidine-3-carboxylic Acid Tert-butyl Ester

생성물 1

HCID 688421982-((R)-3-Amino-4-hydroxy-but-1-enyl)-benzoic Acid Ethyl Ester

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of (R)-4-[2-(2-ethoxycarbonylphenyl)-vinyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (3.3 g, 8.70 mmol) in methanol (50 mL) is added conc. HCl (4 mL) and stirred at RT for 18 h. The solvent is removed under reduced pressure and EtOAc and 2N NaOH, which is saturated by NaCl, is added. The aqueous phase is extracted with EtOAc and the organic phases are combined together, washed with brine, dried over MgSO4, filtered and concentrated to afford the title compound as a white solid: (M+1)+=236.

후처리

  1. customThe solvent is removed under reduced pressure and EtOAc and 2N NaOH, which
  2. additionis added
  3. extractionThe aqueous phase is extracted with EtOAc
  4. washwashed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-940237320dd94f64bc2d1c378ee02472
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084448B2

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