Sodium methanolate methanol → HCID 86712034, compound

HRID 2361630Notes

Reaction equation

HRID 2361630 reaction equation
C([O:4][C@H:5]1[C@H:9]([O:10]C(=O)C)[C@@H:8]([CH2:14][O:15]C(=O)C)[O:7][C@H:6]1[N:19]1[CH:24]=[C:23]([Sn:25]([CH3:28])([CH3:27])[CH3:26])[C:22](=[O:29])[NH:21][C:20]1=[O:30])(=O)C.C[O-].[Na+].CO>CO>[C@@H:6]1([N:19]2[CH:24]=[C:23]([Sn:25]([CH3:26])([CH3:28])[CH3:27])[C:22](=[O:29])[NH:21][C:20]2=[O:30])[O:7][C@H:8]([CH2:14][OH:15])[C@@H:9]([OH:10])[C@@H:5]1[OH:4]

Participants

4

Reactant 2

HCID 23694274Sodium methanolate methanolHCID 86712035HCID 86712035, compound

Product 1

HCID 86712034HCID 86712034, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

250 mg (0.45 mmol) of the above product 6 as the starting material is dissolved in 15 mL of MeOH and cooled to 0° C. Then 5 mL of 0.01N NaOMe/MeOH is added with continuously stirring. After the starting material completely disappears, a cationic exchange resin (Dowex 500 WX8-400, H+form) is used to neutralize. After filtration, the solution is concentrated at reduced pressure at 30° C. to obtain a product (1-(β-D-arabinofuranosyl)-5-trimethylstannylpyrimidin-2,4(3H)-dione) 7. Its weight and yield are 140 mg and 80% respectively.

Workup

  1. filtrationAfter filtration
  2. concentrationthe solution is concentrated at reduced pressure at 30° C.

Sources & evidence

ORD record
ord-fbf09fbacf094ac98b8ff428d2810e7b
Source dataset
uspto-grants-2014_04
Patent number
US08691789B2

Reaction notes

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