HCID 59610623, compound → (S)-4-(Difluoromethoxy)-2-(methoxycarbonylamino)butanoic acid

HRID 71969Notes

Reaction equation

HRID 71969 reaction equation
[F:1][CH:2]([F:22])[O:3][CH2:4][CH2:5][C@H:6]([NH:17][C:18]([O:20][CH3:21])=[O:19])[C:7]([O:9]CC1C=CC=CC=1)=[O:8]>C(O)C.[Pd]>[F:1][CH:2]([F:22])[O:3][CH2:4][CH2:5][C@H:6]([NH:17][C:18]([O:20][CH3:21])=[O:19])[C:7]([OH:9])=[O:8]

Participants

4

Reactant 1

HCID 59610623HCID 59610623, compound

Product 1

HCID 59610263(S)-4-(Difluoromethoxy)-2-(methoxycarbonylamino)butanoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

(S)-Benzyl 4-(difluoromethoxy)-2-(methoxycarbonylamino)butanoate (56 mg, 0.176 mmol) was dissolved in ethyl alcohol (3.5 mL) and under Argon charged with 10% Pd/C (19 mg). The flask was sealed with a rubber septa and the air atmosphere was replaced with H2 from a balloon by applying vacuum and then releasing H2 and repeating this three times. The mixture was stirred for 4 hours at room temperature. Upon completion, the crude mixture was passed through a Elite plug, concentrated down on rotovap and used as-is in the next step. 40 mg (100%).

Workup

  1. customThe flask was sealed with a rubber septa
  2. concentrationconcentrated down on rotovap

Sources & evidence

ORD record
ord-f8293fbbf27345ea953579aaf1ea7e99
Source dataset
uspto-grants-2014_09
Patent number
US08822430B2

Reaction notes

Loading…