HCID 178418361, compound → HCID 178501606, compound

HRID 19304Notes

Reaction equation

HRID 19304 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 178500467HCID 178500467, compound

Product 1

HCID 178501606HCID 178501606, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (Z)-2-benzyloxycarbonylamino-3-(cis-3-methyl-cyclobutyl)-acrylic acid methyl ester (prepared in Example 214, 275 mg, 0.91 mmol), methanol (10 mL) and 10% palladium on activated carbon (50 mg) was placed in a Parr shaker bottle. It was then placed on the Parr hydrogenator apparatus and charged with hydrogen to 40 psi and shaken for 1 h. After such time, the catalyst was filtered through a plug of celite and the filterate was concentrated in vacuo to afford 2-amino-3-(trans-3-methyl-cyclobutyl)-propionic acid methyl ester (134 mg, 86%) as a pale yellow oil.

Workup

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

Sources & evidence

ORD record
ord-d6e3a768c45d4082a29ecb4dd6fc23be
Source dataset
uspto-grants-2010_06
Patent number
US07741327B2

Reaction notes

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