HCID 22842027, compound → 5-(1-PROPYNYL)-2'-DEOXYCYTIDINE

HRID 1089665Notes

Reaction equation

HRID 1089665 reaction equation
C([O:4][C@@H:5]1[C@@H:9]([CH2:10][O:11]C(=O)C)[O:8][C@@H:7]([N:15]2[CH:20]=[C:19]([C:21]#[C:22][CH3:23])[C:18]([N:24]3C=NC=N3)=[N:17][C:16]2=[O:29])[CH2:6]1)(=O)C>O1CCOCC1.O>[C:21]([C:19]1[C:18]([NH2:24])=[N:17][C:16](=[O:29])[N:15]([CH:20]=1)[C@@H:7]1[O:8][C@H:9]([CH2:10][OH:11])[C@@H:5]([OH:4])[CH2:6]1)#[C:22][CH3:23]

Participants

4

Reactant 1

HCID 22842027HCID 22842027, compound

Product 1

HCID 100299735-(1-PROPYNYL)-2'-DEOXYCYTIDINEYield 30%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

Crude product of stage b) (0.2 g, 0.5 mmol) was dissolved in 5 ml of Dioxan/880NH3 /H2O (3:2:1) and the mixture was left standing at room temperature for 16 hrs. It was then evaporated to dryness and the residue co-evaporated with ethanol. The resulting white solid was recrystallised from ethanol to give 0.04 g (30%) of pure product decomposing at 195°-200° C.

Workup

  1. waitthe mixture was left
  2. customIt was then evaporated to dryness
  3. customThe resulting white solid was recrystallised from ethanol

Sources & evidence

ORD record
ord-98d2869cd381465d851e4d9b3998267d
Source dataset
uspto-grants-1992_01
Patent number
US05079235

Reaction notes

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