HCID 69853956, compound → HCID 69855055, compound

HRID 987927Notes

Reaction equation

HRID 987927 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH:12]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:11]([CH2:20][CH:21]2[CH:26]([C:27](=[O:33])[NH:28][C:29]([CH3:32])([CH3:31])[CH3:30])[CH2:25][CH:24]=[CH:23][CH2:22]2)[O:10][C:9]1([CH3:35])[CH3:34])=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH:12]([CH2:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:11]([CH2:20][CH:21]2[CH2:22][CH2:23][CH2:24][CH2:25][CH:26]2[C:27](=[O:33])[NH:28][C:29]([CH3:32])([CH3:31])[CH3:30])[O:10][C:9]1([CH3:35])[CH3:34])=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

4

Reactant 1

HCID 69853956HCID 69853956, compound

Product 1

HCID 69855055HCID 69855055, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 4-benzyl-5-(6-tert-butylcarbamoyl-cyclohex-3-enylmethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (100 mg) in ethanol (20 ml) was hydrogenated over 10% palladium on carbon for 3 hours at atmospheric pressure and ambient temperature. The catalyst was removed by filtration and the filtrate evaporated to give 4-benzyl-5-(2-tert-butylcarbamoyl-cyclohexylmethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (100 mg, 100%) Mass spectrum 487 [M+H]+.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-7206b418084a496880aef4e8d85864d4
Source dataset
uspto-grants-2003_10
Patent number
US06632826B1

Reaction notes

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