Lithium Hydroxide → HCID 18767658, compound

HRID 480132Notes

Reaction equation

HRID 480132 reaction equation
C[O:2][C:3]([CH:5]1[CH2:12][CH2:11][C:10]2([C:14]3[NH:22][C:21]4[C:20](=[O:23])[N:19]([CH2:24][CH2:25][CH3:26])[C:18](=[O:27])[N:17]([CH2:28][CH2:29][CH3:30])[C:16]=4[N:15]=3)[O:13][CH:6]1[CH2:7][CH2:8][CH2:9]2)=[O:4].[Li+].[OH-]>CO>[O:27]=[C:18]1[N:17]([CH2:28][CH2:29][CH3:30])[C:16]2[N:15]=[C:14]([C:10]34[O:13][CH:6]([CH2:7][CH2:8][CH2:9]3)[CH:5]([C:3]([OH:4])=[O:2])[CH2:12][CH2:11]4)[NH:22][C:21]=2[C:20](=[O:23])[N:19]1[CH2:24][CH2:25][CH3:26]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 67078874HCID 67078874, compound

Product 1

HCID 18767658HCID 18767658, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-9-oxa-bicyclo[3.3.1]nonane-2-carboxylic acid methyl ester (50 mg, from step 2) was taken in MeOH (5 ml). LiOH (15 mg) was added and stirred at rt overnight. Next day MeOH was removed under reduced pressure, diluted with water and extracted with ethyl acetate. Aqueous layer was acidified with 1N HCl, extracted with ethyl acetate (3×25 ml). Combined organic layer was washed with brine, and dried over Na2SO4. Concentration of the solvent gave a white solid, which was purified by crystallizing from ether. Mass (ES+ 405)

Workup

  1. customNext day MeOH was removed under reduced pressure
  2. additiondiluted with water
  3. extractionextracted with ethyl acetate
  4. extractionextracted with ethyl acetate (3×25 ml)
  5. washCombined organic layer was washed with brine
  6. dry with materialdried over Na2SO4
  7. customConcentration of the solvent gave a white solid, which
  8. customwas purified
  9. customby crystallizing from ether

Sources & evidence

ORD record
ord-77a361ee22c246a3866f9b1eeb4b198f
Source dataset
uspto-grants-2003_11
Patent number
US06649600B1

Reaction notes

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