HCID 178418361, compound → HCID 178501606, compound

HRID 19300Notes

Reaction equation

HRID 19300 reaction equation
[CH3:1][O:2][C:3](=[O:22])/[C:4](/[NH:11]C(OCC1C=CC=CC=1)=O)=[CH:5]/[C@H:6]1[CH2:9][C@H:8]([CH3:10])[CH2:7]1.[H][H]>[Pd].CO>[CH3:1][O:2][C:3](=[O:22])[CH:4]([NH2:11])[CH2:5][C@H:6]1[CH2:7][C@H:8]([CH3:10])[CH2:9]1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178500468HCID 178500468, compound

Product 1

HCID 178501606HCID 178501606, compoundYield 87.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In a Parr shaker bottle was placed (Z)-2-benzyloxycarbonylamino-3-(trans-3-methyl-cyclobutyl)-acrylic acid methyl ester (300 mg, 0.99 mmol), methanol (10 mL) and 10% palladium on activated carbon (60 mg). The mixture was placed on the Parr hydrogenator and charged with 40 psi hydrogen pressure and shaken for 1.5 h. After such time, the catalyst was filtered off through a plug of celite and the filterate concentrated in vacuo to afford 2-amino-3-(trans-3-methyl-cyclobutyl)-propionic acid methyl ester (148 mg, 87%) as a pale yellow oil.

Workup

  1. filtrationAfter such time, the catalyst was filtered off through a plug of celite
  2. concentrationthe filterate concentrated in vacuo

Sources & evidence

ORD record
ord-93df58aa04ce436498a50dd4958b3876
Source dataset
uspto-grants-2010_06
Patent number
US07741327B2

Reaction notes

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