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Water → Methyl [(2R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-oxo-1-pyrrolidinyl]acetate

HRID 1888321
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HRID 1888321 반응식
[Si:1]([O:8][CH2:9][C@@H:10]1[NH:14][C:13](=[O:15])[CH2:12][CH2:11]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].CC(C)([O-])C.[K+].Br[CH2:23][C:24]([O:26][CH3:27])=[O:25].O>O1CCCC1.CCCCCC.C(OCC)(=O)C>[Si:1]([O:8][CH2:9][C@H:10]1[CH2:11][CH2:12][C:13](=[O:15])[N:14]1[CH2:23][C:24]([O:26][CH3:27])=[O:25])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]
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참가 물질

8

반응물 4

HCID 962WaterHCID 60984Methyl bromoacetateHCID 13771167(R)-5-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidin-2-oneHCID 23665647Potassium tert-butoxide

생성물 1

HCID 56834436Methyl [(2R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-oxo-1-pyrrolidinyl]acetate수율 97.2%

시약·촉매·용매 3

HCID 8028
Tetrahydrofuran
용매
HCID 8058Hexane용매
HCID 8857Ethyl Acetate용매

실험 절차

To a solution of (5R)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-pyrrolidinone (11.2 g) in tetrahydrofuran (97 mL) were potassium tert-butoxide (6.27 g) and methyl bromoacetate (8.11 g) at 0° C. and the solution was stirred for 2 Hours. To the reaction solution were added water, ethyl acetate and hexane and the reaction solution was separated. The aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with water and brine, dried over anhydrous sodium sulfate and concentrated to give the title compound (14.3 g) having the following physical data.

후처리

  1. customat 0° C.
  2. customthe reaction solution was separated
  3. extractionThe aqueous layer was extracted with ethyl acetate
  4. washThe combined organic layer was washed with water and brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4fb28c6b5c2c4b6aa33fb9069292367f
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08501793B2

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