Glyoxylic Acid → 3,4-Diaminotoluene

HRID 382233

反応式

HRID 382233 の反応式
[NH2:1][C@H](C(O)=O)CCSC.[C:10](O)(=O)[CH:11]=O.[N:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.P([O-])([O-])([O-])=O>NC(N)=O.S([O-])([O-])(=O)=O.[Cu+2]>[CH3:16][C:17]1[CH:11]=[CH:10][C:20]([NH2:15])=[C:19]([NH2:1])[CH:18]=1

参加物

7

反応物 4

HCID 760Glyoxylic AcidHCID 1049PyridineHCID 1061PhosphateHCID 6137L-Methionine2 回

生成物 1

HCID 103323,4-Diaminotoluene

試薬・触媒・溶媒 2

HCID 24462Copper Sulfate触媒HCID 1176Urea溶媒2 回

実験手順

Forty mg of Met-NT-3 having methionine at its N-terminal obtained in Reference Example 3 was dissolved in 4 ml of 3 M urea solution. To the mixture was added a solution containing 50 mM copper sulfate 0.5 ml, glyoxylic acid 0.25 g and pyridine 0.5 ml and allowed to stand at 25° C. for 1 hour. The reaction solution was passed through Sephadex G-25 column (25 mmID×600 mmL) equilibrated with 2.5 M urea and 50 mM phosphate buffer solution (pH 6.0) and the column was washed with the same buffer solution at 6 ml/minute of flow rate to collect the fraction of diketone derivative of Met-NT-3. To this fraction was added the same volume of 4 M acetic acid-4 M sodium acetate solution and then added tolylene-3,4-diamine to give a final concentration of 40 mM, followed by vacuum and sealing with nitrogen gas, and the reaction was proceeded at 37° C. for 15 hours. The reaction solution was purified by the same method as described in Working Example 37 to obtain a purified NT-3.

後処理

  1. customobtained in Reference Example 3
  2. additionTo the mixture was added a solution
  3. washthe column was washed with the same buffer solution at 6 ml/minute of flow rate
  4. customto collect the fraction of diketone derivative of Met-NT-3
  5. additionTo this fraction was added the same volume of 4 M acetic acid-4 M sodium acetate solution

出典と根拠

ORDレコード
ord-478491f1c905443fa2ca97113d974370
出典データセット
uspto-grants-2001_10
特許番号
US06309859B1

関連ノート

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