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tert-Butyl 6-Oxa-3-azabicyclo(3.1.0)hexane-3-carboxylate → trans-3-methoxy-4-hydroxy-1-Boc-Pyrrolidine

HRID 1896211
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HRID 1896211 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]2[CH:10]([O:11]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:14][O-:15].[Na+]>CO>[C:1]([O:5][C:6]([N:8]1[CH2:9][C@@H:10]([O:15][CH3:14])[C@H:12]([OH:11])[CH2:13]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]
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참가 물질

4

반응물 2

HCID 10103880tert-Butyl 6-Oxa-3-azabicyclo(3.1.0)hexane-3-carboxylateHCID 10942334Sodium Methoxide

생성물 1

HCID 14948608trans-3-methoxy-4-hydroxy-1-Boc-Pyrrolidine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

6-Oxa-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester (3 g, 16 mmol) was dissolved in 2-Me-THF (10 mL) and a solution of sodium methoxide in methanol (10 mL of a 25% solution) was added and the reaction stirred at rt overnight. Reaction was quenched with sat. NH4Cl and concentrated, then after extraction with EtOAc, residue was purified by column chromatography on SiO2 (35% EtOAc/heptane) which gave the title compound IIa as a clear oil (1.05 g).

후처리

  1. customReaction
  2. customwas quenched with sat. NH4Cl
  3. concentrationconcentrated
  4. extractionafter extraction with EtOAc, residue
  5. customwas purified by column chromatography on SiO2 (35% EtOAc/heptane) which

출처 및 근거

ORD 기록
ord-8f9983b0961a485daf4241c55107163a
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08518952B2

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