Potassium Carbonate → HCID 22871859, compound

HRID 53477Notes

Reaction equation

HRID 53477 reaction equation
[P:1]([O:13][CH2:14][C@H:15]1[O:19][C@@H:18]([N:20]2[C:29]3[N:28]=[CH:27][N:26]=[C:24]([NH2:25])[C:23]=3[N:22]=[CH:21]2)[C@H:17]([OH:30])[C@@H:16]1[NH2:31])([O:4][P:5]([O:8][P:9]([OH:12])([OH:11])=[O:10])([OH:7])=[O:6])(=[O:3])[OH:2].C(=O)([O-])[O-].[K+].[K+].C1C(=O)N([O:45][C:46]([CH2:48][CH2:49][C:50]2[CH:55]=[CH:54][C:53]([OH:56])=[CH:52][CH:51]=2)=O)C(=O)C1>O.CS(C)=O>[P:1]([O:13][CH2:14][C@H:15]1[O:19][C@@H:18]([N:20]2[C:29]3[N:28]=[CH:27][N:26]=[C:24]([NH2:25])[C:23]=3[N:22]=[CH:21]2)[C@H:17]([OH:30])[C@@H:16]1[NH:31][C:46](=[O:45])[CH2:48][CH2:49][C:50]1[CH:55]=[CH:54][C:53]([OH:56])=[CH:52][CH:51]=1)([O:4][P:5]([O:8][P:9]([OH:11])([OH:12])=[O:10])([OH:7])=[O:6])(=[O:2])[OH:3]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 99557N-Succinimidyl-3-(4-hydroxyphenyl)propionateHCID 22871861Adenosine 5′-(tetrahydrogen triphosphate), 3′-amino-3′-deoxy-

Product 1

HCID 22871859HCID 22871859, compoundYield 41%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

3'-Amino-3'-deoxyadenosine 5'-triphosphate (6 mg, 11 mmol) and potassium carbonate (7.2 mg, 55 mmol.) were dissolved in 0.8 ml of water. 3-(4-Hydroxyphenyl) propionic acid N-hydroxysuccinimide ester (27 mg, 0.1 mmol) in 0.4 ml of DMSO was added at room temperature, and the mixture was stirred for 24 hours at room temperature. The product was purified by the procedure described for 3'-acetylamino-3'-deoxyadenosine 5'-triphosphate (above); t=14 min (4.3 mg obtained, 41% yield). UV: lmax =259 nm. High resolution MS for C19H24N6O14P3 : calcd. 653.0563, found 653.0596 (MH3-).

Workup

  1. customThe product was purified by the procedure
  2. customt=14 min (4.3 mg obtained, 41% yield)

Sources & evidence

ORD record
ord-22093d3b05a2415ca471183dda8201a3
Source dataset
uspto-grants-1997_04
Patent number
US05620676

Reaction notes

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