1,4-Dioxane hydrochloride → HCID 178501422、化合物

HRID 1590120ノート

反応式

HRID 1590120 の反応式
[CH3:1][O:2][C:3](=[O:41])[C@H:4]([CH2:35][C:36]1[N:40]=[CH:39][NH:38][CH:37]=1)[NH:5][C:6](=[O:34])[C@H:7]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[NH:8][C:9](=[O:26])[C@H:10]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[NH:11]C(OC(C)(C)C)=O.O1CCOCC1.[ClH:48]>>[ClH:48].[ClH:48].[CH3:1][O:2][C:3](=[O:41])[C@H:4]([CH2:35][C:36]1[N:40]=[CH:39][NH:38][CH:37]=1)[NH:5][C:6](=[O:34])[C@H:7]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[NH:8][C:9](=[O:26])[C@H:10]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[NH2:11]

参加物

3

反応物 2

HCID 204431481,4-Dioxane hydrochlorideHCID 178501419N-tert-butoxycarbonyl-L-phenylalanyl-L-phenylalanyl-L-histidine methyl ester

生成物 1

HCID 178501422HCID 178501422、化合物

実験手順

10% Hydrogenchloride dioxane solution (30 ml) is added to N-tert-butoxycarbonyl-L-phenylalanyl-L-phenylalanyl-L-histidine methyl ester (2.25 g) and the mixture is stirred at room temperature for two hours. The reaction mixture is concentrated under reduced pressure to remove solvent and ether is added to the residue to give L phenylalanyl-L phenylalanyl-L-histidine methyl ester dihydrochloride (2.15 g) as white powder. The product (2.15 g) thus obtained is dissolved in dimethylformamide (15 ml), and pivaloyl chloride (0.48 g) is added thereto. Triethylamine (2.24 ml) is added dropwise to the mixture under ice-cooling and the mixture is stirred at room temperature overnight. Ethyl acetate is added to the reaction mixture and insoluble materials are filtered off. The filtrate is washed with an aqueous sodium bicarbonate solution and water, dried, and then concentrated to remove solvent. The residue is purified by silica gel column chromatography (solvent; chroroform:methanol=12:1) and triturated with ether to give N-pivaloyl-L-phenylalanyl-L-phenylalanyl-L-histidine methyl ester (0.98 g). Yield ;44.8%

後処理

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. customto remove solvent and ether
  3. additionis added to the residue

出典と根拠

ORDレコード
ord-3494458f56b04269b8abc2eb8b316925
出典データセット
uspto-grants-1993_04
特許番号
US05202312

反応ノート

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