HCID 86699123, compound → HCID 86699071, compound

HRID 1424209Notes

Reaction equation

HRID 1424209 reaction equation
[CH3:1][C:2]1([CH3:26])[N:8]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[C@@H:7]([C:16]([O:18]CC2C=CC=CC=2)=[O:17])[CH2:6][CH2:5][CH2:4][O:3]1>CCO.C1COCC1.[Pd]>[C:12]([O:11][C:9]([N:8]1[C@@H:7]([C:16]([OH:18])=[O:17])[CH2:6][CH2:5][CH2:4][O:3][C:2]1([CH3:26])[CH3:1])=[O:10])([CH3:15])([CH3:13])[CH3:14]

Participants

5

Reactant 1

HCID 86699123HCID 86699123, compound

Product 1

HCID 86699071HCID 86699071, compoundYield 85.2%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Wet 5% Pd/C (400 mg) was added to a solution of 4-benzyl 3-tert-butyl (4R)-2,2-dimethyl-1,3-oxazepane-3,4-dicarboxylate (Preparation 49, 2.5 g, 6.87 mmol) in 50% EtOH in THF (100 mL) and stirred for 4 hours at room temperature under an H2 balloon. The reaction was filtered through celite and the filtrate was concentrated under reduced pressure to afford the title compound (1.6 g, 85%).

Workup

  1. filtrationThe reaction was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-ed3e10c9c6d945fc85e37ce9178215d0
Source dataset
uspto-grants-2015_01
Patent number
US08927587B2

Reaction notes

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