Sodium Methoxide → HCID 10445008, compound

HRID 1614689Notes

Reaction equation

HRID 1614689 reaction equation
C([O:4][CH2:5][C@H:6]1[O:10][C@@H:9]([N:11]2[CH:18]=[C:17]([C:19]#[C:20][Si](C)(C)C)[C:15](=[O:16])[NH:14][C:12]2=[O:13])[CH2:8][C@@H:7]1[F:25])(=O)C.C[O-].[Na+]>CO>[C:19]([C:17]1[C:15](=[O:16])[NH:14][C:12](=[O:13])[N:11]([CH:18]=1)[C@@H:9]1[O:10][C@H:6]([CH2:5][OH:4])[C@@H:7]([F:25])[CH2:8]1)#[CH:20]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 18648377HCID 18648377, compound

Product 1

HCID 10445008HCID 10445008, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The product of stage c) (0.33 g, 0.9 mmol) was added to a solution of sodium methoxide (from 0.021 g, 0.9 mmol of sodium metal) in dry methanol (8 ml) and the mixture stirred at room temperature for 5 hours. The solution was neutralised with Dowex 50 (H+) resin, the resin filtered and washed with methanol (2×4 ml) and the combined filtrate and washings evaporated to dryness. The residue was washed with ether (2×5 ml) and recrystallised from acetonitrile to give pale yellow crystals of the title compound.

Workup

  1. filtrationthe resin filtered
  2. washwashed with methanol (2×4 ml)
  3. customthe combined filtrate and washings evaporated to dryness
  4. washThe residue was washed with ether (2×5 ml)
  5. customrecrystallised from acetonitrile

Sources & evidence

ORD record
ord-8c6651c59a03427c9b588c398ea7a7c3
Source dataset
uspto-grants-1993_03
Patent number
US05198539

Reaction notes

Loading…