1-Boc-4-(aminomethyl)piperidine → N-(tert-butoxycarbonyl)piperidine

HRID 2110033Notes

Reaction equation

HRID 2110033 reaction equation
[C:1]([N:8]1[CH2:13][CH2:12][CH:11](CN)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]>O1CCCC1>[C:4]([O:3][C:1]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:2])([CH3:7])([CH3:5])[CH3:6]

Participants

3

Reactant 1

HCID 7368171-Boc-4-(aminomethyl)piperidine

Product 1

HCID 7010304N-(tert-butoxycarbonyl)piperidine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

After dissolving 1-Boc-4-aminomethylpiperidine (2140 mg, 10 mmol) in tetrahydrofuran (25 ml), FmocNCS (3091 mg, 11 mmol) was added and the mixture was stirred at room temperature overnight. Upon completion of the reaction, the reaction mixture was concentrated, and then purified by silica gel column chromatography (hexane/ethyl acetate=85/15→4/1) to obtain [({[fluoren-9-ylmethoxy]carbonylamino}thioxomethyl)amino]methyl]piperidinecarboxylic acid tert-butyl ester. The compound was identified by LC-MS.

Workup

  1. additionwas added
  2. customUpon completion of the reaction
  3. concentrationthe reaction mixture was concentrated
  4. custompurified by silica gel column chromatography (hexane/ethyl acetate=85/15→4/1)

Sources & evidence

ORD record
ord-9a00774b223f47478b619ebb66da36ea
Source dataset
uspto-grants-2009_04
Patent number
US07517875B2

Reaction notes

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