HCID 58695815, compound → HCID 58695786, compound

HRID 1178884Notes

Reaction equation

HRID 1178884 reaction equation
[CH:1]1([C:7]2([C:20]([OH:22])=[O:21])[CH2:13][CH:12]3[N:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:9]([CH2:10][CH2:11]3)[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1>CO.O=[Pt]=O>[CH:1]1([C:7]2([C:20]([OH:22])=[O:21])[CH2:13][CH:12]3[N:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:9]([CH2:10][CH2:11]3)[CH2:8]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 58695815HCID 58695815, compound

Product 1

HCID 58695786HCID 58695786, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-cyclohex-2-en-1-yl-8-(ethoxycarbonyl)-8-azabicyclo[3.2.1]octane-3-carboxylic acid (1-6) (1.86 g, 6.05 mmol) in MeOH (20.0 mL) was added PtO2 (68.7 mg, 0.30 mmol) and the suspension was placed on a shaker under hydrogen atmosphere (50 psi) overnight. The solid was filtered out and rinsed with MeOH; the resulting solution was concentrated to give (1-7) as white solid.

Workup

  1. custom(50 psi) overnight
  2. filtrationThe solid was filtered out
  3. washrinsed with MeOH
  4. concentrationthe resulting solution was concentrated

Sources & evidence

ORD record
ord-10c6259e54b94292a8896efac5f297f9
Source dataset
uspto-grants-2007_10
Patent number
US07276520B2

Reaction notes

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