7-Benzyl-1-tert-butoxycarbonylaminomethyl-2-oxa-7-azabicyclo[3.3.0]octane → 1-Tert-butoxycarbonylaminomethyl-2-oxa-7-aza-bicyclo[3.3.0]octane

HRID 1608680Notes

Reaction equation

HRID 1608680 reaction equation
C([N:8]1[CH2:15][C:14]2([CH2:16][NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH:10]([CH2:11][CH2:12][O:13]2)[CH2:9]1)C1C=CC=CC=1>C(O)C.[Pd]>[C:21]([O:20][C:18]([NH:17][CH2:16][C:14]12[CH2:15][NH:8][CH2:9][CH:10]1[CH2:11][CH2:12][O:13]2)=[O:19])([CH3:24])([CH3:22])[CH3:23]

Participants

4

Reactant 1

HCID 217047517-Benzyl-1-tert-butoxycarbonylaminomethyl-2-oxa-7-azabicyclo[3.3.0]octane

Product 1

HCID 217047491-Tert-butoxycarbonylaminomethyl-2-oxa-7-aza-bicyclo[3.3.0]octane

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

12.2 g (34.5 mmol) of 7-benzyl-1-tert-butoxycarbonylaminomethyl-2-oxa-7-azabicyclo[3.3.0]octane are hydrogenated in 200 ml of ethanol on 7 g of palladium-active charcoal (10% Pd) at 100° C. and 100 bar. The catalyst is filtered off with suction and the filtrate is concentrated and distilled.

Workup

  1. filtrationThe catalyst is filtered off with suction
  2. concentrationthe filtrate is concentrated
  3. distillationdistilled

Sources & evidence

ORD record
ord-d0ec2d3a4dec45378d3eb5ea1322658a
Source dataset
uspto-grants-1995_03
Patent number
US05395944

Reaction notes

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