tert-Butyl 6-Oxa-3-azabicyclo(3.1.0)hexane-3-carboxylate → trans-3-methoxy-4-hydroxy-1-Boc-Pyrrolidine
反応式
[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]参加物
4
実験手順
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).
後処理
- customReaction
- customwas quenched with sat. NH4Cl
- concentrationconcentrated
- extractionafter extraction with EtOAc, residue
- customwas purified by column chromatography on SiO2 (35% EtOAc/heptane) which
出典と根拠
- ORDレコード
- ord-8f9983b0961a485daf4241c55107163a
- 出典データセット
- uspto-grants-2013_08
- 特許番号
- US08518952B2
反応ノート
読み込み中…