Palmitoyl chloride → 5'-O-palmitoyldeoxycytidine

HRID 376237

Reaction equation

HRID 376237 reaction equation
Cl.[C@@H:2]1([N:10]2[CH:17]=[CH:16][C:14]([NH2:15])=[N:13][C:11]2=[O:12])[O:9][C@H:6]([CH2:7][OH:8])[C@@H:4]([OH:5])[CH2:3]1.[C:18](Cl)(=[O:34])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]>CN(C)C=O>[C:18]([O:8][CH2:7][C@H:6]1[O:9][C@@H:2]([N:10]2[CH:17]=[CH:16][C:14]([NH2:15])=[N:13][C:11]2=[O:12])[CH2:3][C@@H:4]1[OH:5])(=[O:34])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]

Participants

4

Reactant 2

HCID 8206Palmitoyl chlorideHCID 107488Deoxycytidine hydrochloride

Product 1

HCID 154843895'-O-palmitoyldeoxycytidine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5'-O-palmitoyldeoxycytidine is synthesized by reacting deoxycytidine hydrochloride with 1.1 equivalents palmitoyl chloride in dry dimethylformamide.

Sources & evidence

ORD record
ord-03d78f58f12e43a58f64774e1cd5c0c4
Source dataset
uspto-grants-2000_02
Patent number
US06020322

Linked notes

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