HCID 86614670, compound → HCID 68618768, compound

HRID 1433768Notes

Reaction equation

HRID 1433768 reaction equation
C([O:8][C:9](=[O:31])[CH:10]([NH:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[C:11]1[CH:16]=[CH:15][C:14](/[CH:17]=[CH:18]/[S:19]([CH3:22])(=[O:21])=[O:20])=[CH:13][CH:12]=1)C1C=CC=CC=1>CO.C(OCC)(=O)C>[C:27]([O:26][C:24]([NH:23][CH:10]([C:11]1[CH:12]=[CH:13][C:14]([CH2:17][CH2:18][S:19]([CH3:22])(=[O:21])=[O:20])=[CH:15][CH:16]=1)[C:9]([OH:31])=[O:8])=[O:25])([CH3:29])([CH3:30])[CH3:28]

Participants

3

Reactant 1

HCID 86614670HCID 86614670, compound

Product 1

HCID 68618768HCID 68618768, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 21584119Ethylacetate methanolSolvent

Procedure

A hydrogenation vessel containing tert-butoxycarbonylamino-[4-((E)-2-methanesulfonyl-vinyl)-phenyl]-acetic acid benzyl ester (1.1 g, 2.5 mmol) in methanol/ethyl acetate (3:1, 50 ml) was purged with nitrogen and 10% palladium on carbon (200 mg) added. The atmosphere above the organic solution was exchanged for hydrogen and the reaction mixture stirred vigorously for 3 hours at ambient temperature. The reaction mixture was filtered through a pad of Celite and concentrated in vacuo to give tert-butoxycarbonylamino-[4-(2-methanesulfonyl-ethyl)-phenyl]-acetic acid (800 mg, 94%).

Workup

  1. customwas purged with nitrogen and 10% palladium on carbon (200 mg)
  2. additionadded
  3. filtrationThe reaction mixture was filtered through a pad of Celite
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a082cd424ea64e60ba4b63563253b009
Source dataset
uspto-grants-2009_11
Patent number
US07612212B2

Reaction notes

Loading…