Sodium Methoxide → HCID 71110572, compound

HRID 576429Notes

Reaction equation

HRID 576429 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]([O:19][CH3:20])[O:7][C@H:6]1[C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[C:23]([CH2:28][C:29]2[CH:38]=[CH:37][C:32]3[O:33][CH2:34][CH2:35][O:36][C:31]=3[CH:30]=2)[CH:22]=1)(=O)C.C[O-].[Na+]>CO>[Cl:27][C:24]1[CH:25]=[CH:26][C:21]([C@H:6]2[C@H:5]([OH:4])[C@@H:10]([OH:11])[C@H:9]([OH:15])[C@@H:8]([O:19][CH3:20])[O:7]2)=[CH:22][C:23]=1[CH2:28][C:29]1[CH:38]=[CH:37][C:32]2[O:33][CH2:34][CH2:35][O:36][C:31]=2[CH:30]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 71110619HCID 71110619, compound

Product 1

HCID 71110572HCID 71110572, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of compound 140 (40 mg, 0.07 mmol) in CH3OH (5.0 mL) was added NaOMe (100 μL, 25% solution in CH3OH) at room temperature. After 1 h, the resulting mixture was concentrated in vacuo. The crude was purified by preparative HPLC (reverse phase) to provide the title compound (18 mg, 62%) as a white solid.

Workup

  1. concentrationthe resulting mixture was concentrated in vacuo
  2. customThe crude was purified by preparative HPLC (reverse phase)

Sources & evidence

ORD record
ord-39620ace4a2e421984fe543d2e85d5de
Source dataset
uspto-grants-2015_05
Patent number
US09034921B2

Reaction notes

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