HCID 117700613, compound → HCID 117697624, compound

HRID 1778545Notes

Reaction equation

HRID 1778545 reaction equation
C([N:8]1[CH:13]2[CH2:14][C:15]([NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])([C:17]([OH:19])=[O:18])[CH2:16][CH:9]1[CH2:10][O:11][CH2:12]2)C1C=CC=CC=1>CO.[Pd]>[C:24]([O:23][C:21]([NH:20][C:15]1([C:17]([OH:19])=[O:18])[CH2:16][CH:9]2[NH:8][CH:13]([CH2:12][O:11][CH2:10]2)[CH2:14]1)=[O:22])([CH3:27])([CH3:25])[CH3:26]

Participants

4

Reactant 1

HCID 117700613HCID 117700613, compound

Product 1

HCID 117697624HCID 117697624, compoundYield 107.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of compound 139d (0.050 g, 0.13 mmol) and Pd/C (20 mg) in MeOH (5 ml) was stirred under H2 balloon at room temperature overnight. The mixture was filtered and the filtrate was concentrated to give 40 mg of the crude 7-(tert-butoxycarbonylamino)-3-oxa-9-azabicyclo[3.3.1]nonane-7-carboxylic acid 139a, which was used directly in next step without further purification. MS: calc'd (MH+) 287, measured (MH+) 287.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-ea0535d210654ce8ac326b475d9ffa14
Source dataset
uspto-grants-2016_02
Patent number
US09266904B2

Reaction notes

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