Acetone → HCID 66625918, compound

HRID 1578585Notes

Reaction equation

HRID 1578585 reaction equation
[CH:1]1[N:6]=[C:5]([NH2:7])[C:4]2[N:8]=[CH:9][N:10]([C@@H:11]3[O:15][C@H:14]([CH2:16][O:17]P(O)(O)=O)[C@@H:13]([OH:22])[C@H:12]3[OH:23])[C:3]=2[N:2]=1.[NH2:24][C@H:25]([C:36]([OH:38])=[O:37])[CH2:26][C:27]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[NH:29][CH:28]=1.CO.CC(C)=O>O>[C@@H:11]1([N:10]2[C:3]3[N:2]=[CH:1][N:6]=[C:5]([NH2:7])[C:4]=3[N:8]=[CH:9]2)[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:22])[C@H:12]1[OH:23].[NH2:24][C@H:25]([C:36]([OH:38])=[O:37])[CH2:26][C:27]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[NH:29][CH:28]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 887MethanolHCID 6083Adenosine MonophosphateHCID 6305L-Tryptophan

Product 1

HCID 66625918HCID 66625918, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

1 mol adenosine-5'-monophosphoric acid is dissolved in 5 parts water. Separately, 2 mols tryptophane are dissolved in 5 parts water. Thereafter, the solution of the amino acid is poured into 9 parts of a 2:1 mixture of methanol and acetone. To this mixture the solution of the nucleotide is slowly added. A. precipitate forms. This precipitate is filtered off and dried at 60°C. Then the precipitate is suspended in water. To the suspension the exact amount of NaOH is added to neutralize the free carboxylic groups of the tryptophane. The precipitate dissolves. The solution is evaporated under reduced pressure, and a white crystalline powder is obtained, which consists of adenosine-5'-monophosphoric acid-(Na-tryptophanate)2.

Workup

  1. customprecipitate forms
  2. filtrationThis precipitate is filtered off
  3. customdried at 60°C
  4. additionTo the suspension the exact amount of NaOH is added
  5. dissolutionThe precipitate dissolves
  6. customThe solution is evaporated under reduced pressure
  7. customa white crystalline powder is obtained

Sources & evidence

ORD record
ord-16a16e9556fc49c7b19ac02dae87589f
Source dataset
uspto-grants-1976_02
Patent number
US03937809

Reaction notes

Loading…