HCID 86746703, compound → HCID 86746702, compound

HRID 1590178Notes

Reaction equation

HRID 1590178 reaction equation
[CH:1](=[C:8](/[CH2:12][C:13]([N:15]1[CH2:24][CH2:23][C@H:22]2[C@@H:17]([CH2:18][CH2:19][CH2:20][CH2:21]2)[CH2:16]1)=[O:14])\[C:9]([OH:11])=[O:10])/[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.[Pd]>[CH2:1]([CH:8]([CH2:12][C:13]([N:15]1[CH2:24][CH2:23][C@H:22]2[C@@H:17]([CH2:18][CH2:19][CH2:20][CH2:21]2)[CH2:16]1)=[O:14])[C:9]([OH:11])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 86746703HCID 86746703, compound

Product 1

HCID 86746702HCID 86746702, compoundYield 93.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a suspension of (E)-2-benzylidene-3-(trans-decahydro- 2-isoquinolylcarbonyl)propionic acid (200 mg) in ethanol (2 ml) was added 10% Pd-C (20 mg) and the mixture was hydrogenated at room temperature and atmospheric pressure for 16 hours. After the catalyst was filtered off, the solvent was evaporated under reduced pressure to give 188 mg of 2-benzyl-3-(trans-decahydro-2-isoquinolylcarbonyl)propionic acid as a colorless viscous oil.

Workup

  1. customwas hydrogenated at room temperature
  2. filtrationAfter the catalyst was filtered off
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-3b01905dbd6d455d84b610ae8a173b80
Source dataset
uspto-grants-1993_04
Patent number
US05202335

Reaction notes

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