Methyl 5-(tert-butoxycarbonylamino)-1-methylcyclohex-3-enecarboxylate → HCID 67285117, compound

HRID 74998Notes

Reaction equation

HRID 74998 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:14][C:13]([CH3:19])([C:15]([O:17][CH3:18])=[O:16])[CH2:12][CH:11]=[CH:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:14][C:13]([CH3:19])([C:15]([O:17][CH3:18])=[O:16])[CH2:12][CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 67285544Methyl 5-(tert-butoxycarbonylamino)-1-methylcyclohex-3-enecarboxylate

Product 1

HCID 67285117HCID 67285117, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Methyl 5-(tert-butoxycarbonylamino)-1-methylcyclohex-3-enecarboxylate, 52f, (5.59 g, 20.75 mmol) was dissolved in 100 mL of MeOH. To the stirred solution was added 5% palladium on carbon (1.11 g, 10.38 mmol) and the reaction was stirred under a hydrogen balloon for 2 days. The reaction was filtered through celite, and the filtrate was concentrated in vacuo and used without further purification.

Workup

  1. filtrationThe reaction was filtered through celite
  2. concentrationthe filtrate was concentrated in vacuo
  3. customused without further purification

Sources & evidence

ORD record
ord-a7a8e5b9180c4b33bb94616ad6c821cd
Source dataset
uspto-grants-2014_09
Patent number
US08829007B2

Reaction notes

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