Lithium azide → 2-(2-(((1,1-Dimethylethyl)dimethylsilyl)oxy)ethyl)-3-(((1,1-dimethylethyl)dimethylsilyl)oxymethyl)-1-azidocyclobutane

HRID 465763ノート

反応式

HRID 465763 の反応式
[CH3:1][C:2]([Si:5]([CH3:28])([CH3:27])[O:6][CH2:7][CH2:8][CH:9]1[CH:12]([CH2:13][O:14][Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16])[CH2:11][CH:10]1OS(C)(=O)=O)([CH3:4])[CH3:3].[N-:29]=[N+:30]=[N-:31].[Li+]>CN(C=O)C>[CH3:1][C:2]([Si:5]([CH3:28])([CH3:27])[O:6][CH2:7][CH2:8][CH:9]1[CH:12]([CH2:13][O:14][Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16])[CH2:11][CH:10]1[N:29]=[N+:30]=[N-:31])([CH3:4])[CH3:3]

参加物

4

反応物 2

HCID 88163Lithium azideHCID 197942822-(2-(((1,1-Dimethylethyl)dimethylsilyl)oxy)ethyl)-3-(((1 1-dimethylethyl)dimethylsilyl)oxymethyl)-1-O-methanesulfonylcyclobutanol

生成物 1

HCID 197942502-(2-(((1,1-Dimethylethyl)dimethylsilyl)oxy)ethyl)-3-(((1,1-dimethylethyl)dimethylsilyl)oxymethyl)-1-azidocyclobutane収率 73.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

2-(2-(((1,1-Dimethylethyl)dimethylsilyl)oxy)ethyl)-3-(((1,1-dimethylethyl)dimethyl-silyl)oxymethyl)-1-O-methanesulfonylcyclobutanol (180 mg, 0.41 mmol) was mixed with 200 mg (4.1 mmol) of lithium azide in 4 mL of DMF. The reaction mixture was heated at 80° C. for 2 h then concentrated in vacuo. The residue was purified on a silica gel column eluted with 5% ethyl acetate in hexane to give 120 mg (73% yield) of the title compound; MS DCI-NH3M/Z: 400 (M+H)+, 417 (M+NH4)+.

後処理

  1. concentrationthen concentrated in vacuo
  2. customThe residue was purified on a silica gel column
  3. washeluted with 5% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-c2b337c78efc437cb49710b9e6e35da1
出典データセット
uspto-grants-1992_10
特許番号
US05153352

反応ノート

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