Ammonia → 2',3'-Didehydro-3'-deoxy-4-thiothymidine

HRID 1440008Notes

Reaction equation

HRID 1440008 reaction equation
C([O:4][CH2:5][C@H:6]1[O:10][C@@H:9]([N:11]2[CH:19]=[C:17]([CH3:18])[C:15](=[S:16])[NH:14][C:12]2=[O:13])[CH:8]=[CH:7]1)(=O)C.N>CO>[C@@H:9]1([N:11]2[CH:19]=[C:17]([CH3:18])[C:15](=[S:16])[NH:14][C:12]2=[O:13])[O:10][C@H:6]([CH2:5][OH:4])[CH:7]=[CH:8]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86749325HCID 86749325, compound

Product 1

HCID 30002382',3'-Didehydro-3'-deoxy-4-thiothymidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 100 mg of the compound synthesized in Example 9, 10 mL of methanol are added, which had been saturated at 0° C. with ammonia. The reaction mixture is kept for 12 hours at room temperature and then evaporated to dryness. Crystals, melting at 117° C.-118° C., are obtained from methanol/ether.

Workup

  1. customevaporated to dryness
  2. customCrystals, melting at 117° C.-118° C., are obtained from methanol/ether

Sources & evidence

ORD record
ord-71df7d1b7df54b8baf4c1471c31c5f27
Source dataset
uspto-grants-1996_03
Patent number
US05496935

Reaction notes

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