Sodium Azide → Azido-PEG2-Phosphonic Ester

HRID 629951ノート

反応式

HRID 629951 の反応式
I[CH2:2][CH2:3][O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][P:10](=[O:17])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13].[N-:18]=[N+:19]=[N-:20].[Na+]>CCO.O>[N:18]([CH2:2][CH2:3][O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][P:10](=[O:17])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])=[N+:19]=[N-:20]

参加物

5

反応物 2

HCID 33557Sodium AzideHCID 86667775Diethyl 2-(2-(2-iodoethoxy)ethoxy)ethylphosphonate

生成物 1

HCID 86667776Azido-PEG2-Phosphonic Ester

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

実験手順

To a solution of diethyl 2-(2-(2-iodoethoxy)ethoxy)ethylphosphonate (1 eq) in EtOH (0.2 M) was added sodium azide (5 eq) in water (1.4 M). The reaction mixture was heated at reflux overnight. The mixture was then diluted with water, extracted with EtOAc (3 times). The combined organic layers were washed brine, dried over anhydrous Na2SO4, and concentrated en vacuo. The crude material was purified by flash chromatography on a COMBIFLASH™ system using 0-5% MeOH/DCM to give diethyl 2-(2-(2-azidoethoxy)ethoxy)ethylphosphonate as colorless oil.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux overnight
  3. extractionextracted with EtOAc (3 times)
  4. washThe combined organic layers were washed brine
  5. dry with materialdried over anhydrous Na2SO4
  6. concentrationconcentrated en vacuo
  7. customThe crude material was purified by flash chromatography on a COMBIFLASH™ system

出典と根拠

ORDレコード
ord-f97def86a20241b9bf7721de819d49b6
出典データセット
uspto-grants-2016_04
特許番号
US09315530B2

反応ノート

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