Sodium Azide → cis-4-Azidomethyl-1-(2,4-dimethoxybenzyl)-3-phenylacetamido-2-oxoazetidine

HRID 621124ノート

反応式

HRID 621124 の反応式
[CH3:1][O:2][C:3]1[CH:26]=[C:25]([O:27][CH3:28])[CH:24]=[CH:23][C:4]=1[CH2:5][N:6]1[C@H:9]([CH2:10]I)[C@H:8]([NH:12][C:13](=[O:21])[CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:7]1=[O:22].[N-:29]=[N+:30]=[N-:31].[Na+]>CN(C)C=O>[N:29]([CH2:10][C@H:9]1[N:6]([CH2:5][C:4]2[CH:23]=[CH:24][C:25]([O:27][CH3:28])=[CH:26][C:3]=2[O:2][CH3:1])[C:7](=[O:22])[C@H:8]1[NH:12][C:13](=[O:21])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[N+:30]=[N-:31]

参加物

4

反応物 2

HCID 33557Sodium AzideHCID 70391052HCID 70391052、化合物

生成物 1

HCID 86740464cis-4-Azidomethyl-1-(2,4-dimethoxybenzyl)-3-phenylacetamido-2-oxoazetidine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To 6 ml of N,N-dimethylformamide are added 740 mg of cis-1-(2,4-dimethoxybenzyl)-4-iodomethyl-3-phenylacetamido-2-oxoazetidine and 146 mg of sodium azide and the mixture is stirred for 4 days at room temperature. The solvent is distilled off in vacuo, and ethyl acetate and water are added to the residue. The ethyl acetate layer is separated, washed with an aqueous sodium chloride solution, and dried over magnesium sulfate. The solvent is distilled off in vacuo. To the residue, ether is added and the precipitated crystals are collected by filtration to give cis-4-azidomethyl-1-(2,4-dimethoxybenzyl)-3-phenylacetamido-2-oxoazetidine, m.p. 110°-111° C.

後処理

  1. distillationThe solvent is distilled off in vacuo, and ethyl acetate and water
  2. additionare added to the residue
  3. customThe ethyl acetate layer is separated
  4. washwashed with an aqueous sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. distillationThe solvent is distilled off in vacuo
  7. additionTo the residue, ether is added
  8. filtrationthe precipitated crystals are collected by filtration

出典と根拠

ORDレコード
ord-6e94ffd3961e41a78c4a331839948c5c
出典データセット
uspto-grants-1989_04
特許番号
US04822788

反応ノート

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