Sodium Methoxide → HCID 46889427, compound

HRID 46208Notes

Reaction equation

HRID 46208 reaction equation
C([O:4][C@H:5]1[C@H:10]([O:11]C(=O)C)[C@@H:9]([O:15]C(=O)C)[C@H:8]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([CH2:26][C:27]3[N:28]=[N:29][C:30]([O:33][CH2:34][CH3:35])=[CH:31][CH:32]=3)[CH:20]=2)[O:7][C@H:6]1[CH2:36][O:37]C(=O)C)(=O)C.C[O-].[Na+]>CO>[Cl:25][C:22]1[CH:23]=[CH:24][C:19]([C@H:8]2[C@H:9]([OH:15])[C@@H:10]([OH:11])[C@H:5]([OH:4])[C@@H:6]([CH2:36][OH:37])[O:7]2)=[CH:20][C:21]=1[CH2:26][C:27]1[N:28]=[N:29][C:30]([O:33][CH2:34][CH3:35])=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 67287047HCID 67287047, compound

Product 1

HCID 46889427HCID 46889427, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (2S,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-((6-ethoxypyridazin-3-yl)methyl)phenyl)-tetrahydro-2H-pyran-3,4,5-triyl triacetate (74 mg, 0.13 mmol) in MeOH (3 mL) was added NaOMe (0.2 mL), and the mixture was stirred for 1 h at room temperature. The mixture was neutralized with Amberlite IR-120 (H) resin, and filtered, the resin was washed with MeOH, and the combined filtrate and washings were concentrated as pale yellow solid.

Workup

  1. filtrationfiltered
  2. washthe resin was washed with MeOH
  3. concentrationthe combined filtrate and washings were concentrated as pale yellow solid

Sources & evidence

ORD record
ord-b31e5f351ac54974a00c1d8451aa3bc6
Source dataset
uspto-grants-2013_09
Patent number
US08541380B2

Reaction notes

Loading…