HCID 15036537, compound → Netivudine

HRID 1086148Notes

Reaction equation

HRID 1086148 reaction equation
[C:1]([C:4]1[C:5](=[O:29])[NH:6][C:7](=[O:28])[N:8]([C@@H:10]2[O:22][C@H:21]([CH2:23][O:24]C(=O)C)[C@@H:16]([O:17]C(=O)C)[C@@H:11]2[O:12]C(=O)C)[CH:9]=1)#[C:2][CH3:3]>O1CCOCC1>[C@@H:10]1([N:8]2[CH:9]=[C:4]([C:1]#[C:2][CH3:3])[C:5](=[O:29])[NH:6][C:7]2=[O:28])[O:22][C@H:21]([CH2:23][OH:24])[C@@H:16]([OH:17])[C@@H:11]1[OH:12]

Participants

3

Reactant 1

HCID 15036537HCID 15036537, compound

Product 1

HCID 55281NetivudineYield 82.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Product of stage (b) (0.3 g, 0.73 mmol) was dissolved in 20 ml of dioxan/880 ammonia/water (3:2:1) and left standing at room temperature for 18 hours. The solvent was evaporated and co-evaporated with ethanol and final recrystallisation of the residue from ethanol afforded 0.17 g of the title compound (82%) melting at 225°-227° C.

Workup

  1. waitleft
  2. customThe solvent was evaporated
  3. customfinal recrystallisation of the residue from ethanol

Sources & evidence

ORD record
ord-5980b0965fdc4baab65bcccb75434844
Source dataset
uspto-grants-1991_07
Patent number
US05028596

Reaction notes

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