Sodium Hydroxide → rac-cis-Allyl 2-(((tert-butoxycarbonyl)amino)methyl)-3-methylpiperidine-1-carboxylate

HRID 60870

Reaction equation

HRID 60870 reaction equation
[CH3:1][C@H:2]1[CH2:7][CH2:6][CH2:5][NH:4][C@H:3]1[CH2:8][NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13].[OH-].[Na+].Cl[C:20]([O:22][CH2:23][CH:24]=[CH2:25])=[O:21]>C1COCC1>[C:12]([O:11][C:10]([NH:9][CH2:8][C@H:3]1[C@@H:2]([CH3:1])[CH2:7][CH2:6][CH2:5][N:4]1[C:20]([O:22][CH2:23][CH:24]=[CH2:25])=[O:21])=[O:16])([CH3:15])([CH3:14])[CH3:13]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 18052Allyl chloroformateHCID 95378400cis-N-Boc-1-(3-methylpiperidin-2-YL)methanamine

Product 1

HCID 131737149rac-cis-Allyl 2-(((tert-butoxycarbonyl)amino)methyl)-3-methylpiperidine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To the mixture of rac-cis-tert-butyl ((3-methylpiperidin-2-yl)methyl)carbamate (9.48 g, 41.53 mmol) in THF (25 mL) was added NaOH (2 M, 25 mL), followed by allyl chloroformate (6.65 mL, 62.3 mmol).

Sources & evidence

ORD record
ord-b6d9eefc6b694479bdfc197219fb860b
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Linked notes

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