Sulfuric Acid → N5-benzyloxycarbonyl-ornithine, t-butyl ester

HRID 726904

反応式

HRID 726904 の反応式
[CH2:1]([O:8][C:9]([NH:11][CH2:12][CH2:13][CH2:14][C@@H:15]([C:17]([OH:19])=[O:18])[NH2:16])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:20]1([CH3:30])[CH:25]=CC(S(O)(=O)=O)=C[CH:21]=1.S(=O)(=O)(O)O.C(=O)(O)[O-].[Na+]>C(OC(C)(C)C)(=O)C.O>[CH2:1]([O:8][C:9]([NH:11][CH2:12][CH2:13][CH2:14][C@@H:15]([C:17]([O:19][C:20]([CH3:30])([CH3:25])[CH3:21])=[O:18])[NH2:16])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

7

反応物 4

HCID 1118Sulfuric AcidHCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 7009570H-Orn(Z)-OH

生成物 1

HCID 7019766N5-benzyloxycarbonyl-ornithine, t-butyl ester

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 10908tert-Butyl acetate溶媒

反応条件

温度
10 °C

実験手順

Suspend N5 -benzyloxycarbonyl-ornithine (80 g, 0.3 mol) in t-butyl acetate (250 mL) and cool to 10° C. Add p-toluenesulfonic acid (57 g, 0.3 mol) and add, by dropwise addition, concentrated sulfuric acid (80 mL). Stir at 10° C. until the reaction is complete, basify to pH 8 by adding a suspension of sodium bicarbonate in water. Extract with ethyl acetate, dry (MgSO4), and evaporate to give N5 -benzyloxycarbonyl-ornithine, t-butyl ester.

後処理

  1. additionby adding
  2. extractionExtract with ethyl acetate
  3. dry with materialdry (MgSO4)
  4. customevaporate

出典と根拠

ORDレコード
ord-0c0ba7fe8a5d48b9a22bc5b03ea6e4e8
出典データセット
uspto-grants-1998_01
特許番号
US05710324

関連ノート

読み込み中…