Lithium Hydroxide → HCID 10220753, compound

HRID 1357504Notes

Reaction equation

HRID 1357504 reaction equation
[Li+].[OH-].[C:3]([NH:6][C@@H:7]1[C@H:12]([OH:13])[CH2:11][C:10]([C:14]([O:16]C)=[O:15])=[CH:9][C@H:8]1[O:18][CH:19]([CH3:21])[CH3:20])(=[O:5])[CH3:4]>CO>[C:3]([NH:6][C@@H:7]1[C@H:12]([OH:13])[CH2:11][C:10]([C:14]([OH:16])=[O:15])=[CH:9][C@H:8]1[O:18][CH:19]([CH3:21])[CH3:20])(=[O:5])[CH3:4]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 91616889HCID 91616889, compound

Product 1

HCID 10220753HCID 10220753, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Aqueous LiOH solution (0.1N, 15 mL) was added to a room temperature solution of Example 13L (23 mg, 0.085 mmol) in methanol (5 mL). After stirring for 10 hours, the reaction mixture was acidified to pH 5-6 with DOWEX® 50WX2-200 ion-exchange resin, filtered and concentrated. The concentrate was purified by flash chromatography using acetic acid/ethyl acetate (1/5) to afford 20.5 mg (94%) of the desired product as a white solid.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. customThe concentrate was purified by flash chromatography

Sources & evidence

ORD record
ord-ebe6481b3c9c462eb1876da3681ad645
Source dataset
uspto-grants-2003_07
Patent number
US06593314B1

Reaction notes

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