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Acetonitrile → tert-butyl (2S)-2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate

HRID 30190
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HRID 30190 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][C:14]([OH:16])=[O:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:17](#N)C.C(N(CC)C(C)C)(C)C.C[Si](C=[N+]=[N-])(C)C>CO.C(OCC)(=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][C:14]([O:16][CH3:17])=[O:15])=[O:7])([CH3:4])([CH3:2])[CH3:3]
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참가 물질

7

반응물 4

HCID 6342AcetonitrileHCID 81531DiisopropylethylamineHCID 167693TrimethylsilyldiazomethaneHCID 688605(S)-2-(1-BOC-2-pyrrolidinyl)acetic acid

생성물 1

HCID 11075654tert-butyl (2S)-2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate

시약·촉매·용매 2

HCID 887Methanol
용매
HCID 8857Ethyl Acetate용매

실험 절차

A solution of (S)-2-carboxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (2.00 g) in methanol (1.32 ml)/acetonitrile (40 ml) was treated with N,N-diisopropylethylamine (1.78 ml). Trimethylsilyldiazomethane, (2M, 8.73 ml) was added dropwise and the resulting mixture was stirred at room temperature, under argon for 24 h. The mixture was diluted with ethyl acetate, washed with 2M HCl, saturated aqueous sodium hydrodgen carbonate, brine then dried (magnesium sulfate). The solvent was removed under reduced pressure to afford the title compound (2.10 g)

후처리

  1. washwashed with 2M HCl, saturated aqueous sodium hydrodgen carbonate, brine
  2. dry with materialthen dried (magnesium sulfate)
  3. customThe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-4e1436db5cc14e1e913b2f5e0d983284
출처 데이터셋
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07423052B2

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