Sodium Carbonate → N-[4-ethoxycarbonyl-(S,S)-2,4-di-benzylbutyryl]-O-benzyl-(L)-serine

HRID 374314

反応式

HRID 374314 の反応式
[CH2:1]([O:8][CH2:9][C@@H:10]([C:12]([OH:14])=[O:13])[NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[CH2:21]([O:23][C:24]([C@H:26]([CH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[CH2:27][C@@H:28]([CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:29](Cl)=[O:30])=[O:25])[CH3:22]>O>[CH2:21]([O:23][C:24]([C@H:26]([CH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[CH2:27][C@@H:28]([CH2:32][C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1)[C:29]([NH:11][C@H:10]([C:12]([OH:14])=[O:13])[CH2:9][O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:30])=[O:25])[CH3:22]

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 78457O-benzyl-L-serineHCID 149971304-ethoxycarbonyl-(S,S)-2,4-dibenzylbutyryl chloride

生成物 1

HCID 14997131N-[4-ethoxycarbonyl-(S,S)-2,4-di-benzylbutyryl]-O-benzyl-(L)-serine

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of 3.3 g of O-benzyl-(S)-serine and 1.8 g of sodium carbonate in 30 ml of water at 0° is added to 2.2 g of 4-ethoxycarbonyl-(S,S)-2,4-dibenzylbutyryl chloride and the mixture is stirred at room temperature for 4 hours. The mixture is extracted with ether, and the aqueous layer is acidified with 2N hydrochloric acid. The acidic solution is extracted with ethyl acetate, washed with saturated brine, dried (magnesium sulfate), filtered and concentrated to yield N-[4-ethoxycarbonyl-(S,S)-2,4-di-benzylbutyryl]-O-benzyl-(L)-serine.

後処理

  1. extractionThe mixture is extracted with ether
  2. extractionThe acidic solution is extracted with ethyl acetate
  3. washwashed with saturated brine
  4. dry with materialdried (magnesium sulfate)
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-21cdc161b6b24cbbb65e6134b73769c9
出典データセット
uspto-grants-1992_11
特許番号
US05166212

関連ノート

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