HCID 68516265, compound → HCID 68508141, compound

HRID 1260404Notes

Reaction equation

HRID 1260404 reaction equation
C([O:8][C:9](=[O:31])[CH2:10][C@H:11]([NH:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:12][N:13]1[C:18](=[O:19])[CH2:17][CH2:16][C:15]([F:21])([F:20])[C:14]1=[O:22])C1C=CC=CC=1.[H][H]>CO.[Pd]>[C:27]([O:26][C:24]([NH:23][C@H:11]([CH2:12][N:13]1[C:18](=[O:19])[CH2:17][CH2:16][C:15]([F:20])([F:21])[C:14]1=[O:22])[CH2:10][C:9]([OH:31])=[O:8])=[O:25])([CH3:30])([CH3:28])[CH3:29]

Participants

5

Reactant 2

HCID 68516265HCID 68516265, compound2×HCID 178418361HCID 178418361, compound

Product 1

HCID 68508141HCID 68508141, compoundYield 106%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(S)-3-t-butoxycarbonylamino-4-(3,3-difluoro-2,6-dioxo-piperidin-1-yl)-butyric acid benzyl ester (310 mg, 0.70 mmol) synthesized in Section (2) was dissolved in methanol and 10% Pd/C (31 mg, 0.1 eq) was added thereto. The mixture was stirred for 1 hour under 1 atm hydrogen gas. After the reaction was complete, a solid material was removed by celite filtration to afford 260 mg of the crude title compound.

Workup

  1. customa solid material was removed by celite filtration

Sources & evidence

ORD record
ord-348b682085fc458e9a018f5832c3e963
Source dataset
uspto-grants-2013_06
Patent number
US08470836B2

Reaction notes

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