2,4-Dichlorobenzyl chloride → HCID 69989841、化合物

HRID 1358594ノート

反応式

HRID 1358594 の反応式
[CH3:1][O:2][C:3](=[O:19])[C@H:4]([CH2:13][C:14]1[N:18]=[CH:17][NH:16][CH:15]=1)[NH:5][C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].[Cl:20][C:21]1[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][C:22]=1[CH2:23]Cl.CCN(CC)CC>C1C=CC=CC=1>[CH3:1][O:2][C:3](=[O:19])[C@H:4]([CH2:13][C:14]1[N:18]=[CH:17][N:16]([CH2:23][C:22]2[CH:25]=[CH:26][C:27]([Cl:29])=[CH:28][C:21]=2[Cl:20])[CH:15]=1)[NH:5][C:6]([O:8][C:9]([CH3:12])([CH3:10])[CH3:11])=[O:7]

参加物

5

反応物 3

HCID 72122,4-Dichlorobenzyl chlorideHCID 8471TriethylamineHCID 178501431HCID 178501431、化合物

生成物 1

HCID 69989841HCID 69989841、化合物

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

N-(tert-butoxycarbonyl)-L-histidine methyl ester (1.0 g) was added to a solution of 2,4-dichlorobenzyl chloride (0.73 g) and Et3N (0.27 g) in benzene (10 ml) and the mixture was heated under reflux for 1 hr. The mixture was cooled and the precipitate was removed by filtration. The filtrate was washed with H2O, dried over Na2SO4, and the solvent was removed in vacuo. The residue was purified by column chromatography on silica gel (eluent; 95:5, CHCl3/MeOH) to give N-(tert-butoxycarbonyl)-1-[(2,4-dichlorophenyl)methyl]-L-histidine methyl ester. The obtained compound was treated in a similar manner as described in R. Example 4 to give 1-[(2,4-Dichlorophenyl)methyl]-L-histidine methyl ester, dihydrochloride salt.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hr
  3. temperatureThe mixture was cooled
  4. customthe precipitate was removed by filtration
  5. washThe filtrate was washed with H2O
  6. dry with materialdried over Na2SO4
  7. customthe solvent was removed in vacuo
  8. customThe residue was purified by column chromatography on silica gel (eluent; 95:5, CHCl3/MeOH)

出典と根拠

ORDレコード
ord-bffab852faf34ffb8b40c06b1f428474
出典データセット
uspto-grants-2003_07
特許番号
US06596752B1

反応ノート

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