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Potassium Carbonate → (2S, 4S)-4-Hydroxy-2-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester

HRID 1025784
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반응식

HRID 1025784 반응식
C([O:9][C@@H:10]1[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C@@H:12]([CH3:22])[CH2:11]1)(=O)C1C=CC=CC=1.C([O-])([O-])=O.[K+].[K+]>CO>[OH:9][C@@H:10]1[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C@@H:12]([CH3:22])[CH2:11]1
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참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 59556039HCID 59556039, 화합물

생성물 1

HCID 56846373(2S, 4S)-4-Hydroxy-2-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester수율 80%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of the ester of step B (1.0 g, 3.48 mmol) in MeOH (30 mL) was added K2CO3 (1.2 g, 8.7 mmol). After being stirred at room temperature for 4 hours, the solution was concentrated. The residue was taken up in ether. The resulting solution was washed with brine, dried over MgSO4 and concentrated. Flash chromatography eluting with a gradient of 0% to 20% to 40% EtOAc/hexanes provided 0.56 g of the title compound. MS calculated (M+H)+ 202, found 202.1.

후처리

  1. concentrationthe solution was concentrated
  2. washThe resulting solution was washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. washFlash chromatography eluting with a gradient of 0% to 20% to 40% EtOAc/hexanes

출처 및 근거

ORD 기록
ord-a3353ee1fbbf4c54a09b1f054bb64249
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08729063B2

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