HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Benzyl 3-((tert-butoxycarbonyl)amino)-3-methylpiperidine-1-carboxylate → Tert-butyl (3-methylpiperidin-3-yl)carbamate

HRID 1034720
Notes
Print preview

Reaction equation

HRID 1034720 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1([CH3:25])[CH2:14][CH2:13][CH2:12][N:11](C(OCC2C=CC=CC=2)=O)[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[CH3:25][C:9]1([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:14][CH2:13][CH2:12][NH:11][CH2:10]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 60205232Benzyl 3-((tert-butoxycarbonyl)amino)-3-methylpiperidine-1-carboxylate

Product 1

HCID 19691473Tert-butyl (3-methylpiperidin-3-yl)carbamateYield 72.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Benzyl 3-(tert-butoxycarbonylamino)-3-methylpiperidine-1-carboxylate (1.4 g, 4.0 mmol) and 10% Pd/C (0.21 g, 0.2 mmol) in MeOH (20 mL) were stirred under an H2 atmosphere (1 atm) for 1 hour. The catalyst was removed by filtration and washed with methanol. The filtrate was concentrated to give tert-butyl 3-methylpiperidin-3-ylcarbamate (0.62 g, 72% yield) as a solid.

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes

Workup

  1. customThe catalyst was removed by filtration
  2. washwashed with methanol
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-4f955dfddcd4413a8dc03734476890a6
Source dataset
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08545897B2

Reaction notes

Loading…