HCID 117697465, compound → HCID 117706979, compound

HRID 1778553Notes

Reaction equation

HRID 1778553 reaction equation
C([N:8]1[CH:13]2[CH2:14][C:15]([CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])([NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:16][CH:9]1[CH2:10][O:11][CH2:12]2)C1C=CC=CC=1>CO.[Pd]>[C:21]([O:20][C:18]([NH:17][C:15]1([CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH2:14][CH:13]2[NH:8][CH:9]([CH2:10][O:11][CH2:12]2)[CH2:16]1)=[O:19])([CH3:24])([CH3:23])[CH3:22]

Participants

4

Reactant 1

HCID 117697465HCID 117697465, compound

Product 1

HCID 117706979HCID 117706979, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of ethyl 2-[9-benzyl-7-(tert-butoxycarbonylamino)-3-oxa-9-azabicyclo[3.3.1]nonan-7-yl]acetate (0.7 g, 1.67 mmol), 10% Pd/C (0.5 g) in methanol (20 mL) was stirred for 12 hours under 1 atm H2. Filtration followed by removal of the residue gave ethyl 2-[7-(tert-butoxycarbonylamino)-3-oxa-9-azabicyclo[3.3.1]nonan-7-yl]acetate 146a, which was used in next step without purification. Yield: 96%. MS: calc'd (MH+) 329, measured (MH+) 329.

Workup

  1. filtrationFiltration
  2. customfollowed by removal of the residue

Sources & evidence

ORD record
ord-92d3b9798e9f4c81b5a0a53f2d504447
Source dataset
uspto-grants-2016_02
Patent number
US09266904B2

Reaction notes

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