Tetrahydrofuran → HCID 69944833、化合物

HRID 1596183ノート

反応式

HRID 1596183 の反応式
[CH2:1]([O:3][C:4](=[O:10])[CH2:5][CH:6]1[CH2:9][NH:8][CH2:7]1)[CH3:2].C1COCC1.[C:16](Cl)([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17]>C(=O)(O)[O-].[Na+]>[CH2:19]([O:18][C:16]([N:8]1[CH2:9][CH:6]([CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:10])[CH2:7]1)=[O:17])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 10387Benzyl chloroformateHCID 54328202HCID 54328202、化合物

生成物 1

HCID 69944833HCID 69944833、化合物収率 15.5%

試薬・触媒・溶媒 1

HCID 516892Sodium Bicarbonate溶媒

実験手順

To a stirring mixture of azetidin-3-yl-acetic acid ethyl ester (1.0 g, 6.98 mmol), in saturated aqueous sodium bicarbonate (5 mL) and THF (5 mL) at 0° C. was added carbobenzyloxy chloride (1.1 mL, 7.68 mmol) dropwise. The ice bath was removed and the reaction mixture was stirred at room temperature for 2 hrs, then extracted with ethyl acetate acetate (3×20 mL). The combined ethyl acetate layer was washed with water (10 mL), brine (10 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was chromatographed on silica gel, eluting with 20% ethyl acetate in hexane to give 0.30 g of the title compound.

後処理

  1. customThe ice bath was removed
  2. extractionextracted with ethyl acetate acetate (3×20 mL)
  3. washThe combined ethyl acetate layer was washed with water (10 mL), brine (10 mL)
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was chromatographed on silica gel
  8. washeluting with 20% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-9027704db92841c9a01a01c25ca5ef3d
出典データセット
uspto-grants-2001_09
特許番号
US06291457B1

反応ノート

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