Hydrochloric Acid → N-t-butyl-L-prolinamide hydrochloride

HRID 1780243Notes

Reaction equation

HRID 1780243 reaction equation
C(OC([N:8]1[CH2:19][CH2:18][CH2:17][C@H:9]1[C:10]([NH:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=O)(C)(C)C.[ClH:20]>O1CCOCC1>[ClH:20].[C:13]([NH:12][C:10](=[O:11])[C@@H:9]1[CH2:17][CH2:18][CH2:19][NH:8]1)([CH3:16])([CH3:14])[CH3:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 677832tert-butyl (2S)-2-(tert-butylcarbamoyl)pyrrolidine-1-carboxylate

Product 1

HCID 18648331N-t-butyl-L-prolinamide hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

11.1 g (41.1 mmol) of 1-t-butoxycarbonyl-N-t-butyl-L-prolinamide were treated with a 4N solution of hydrogen chloride in dioxane in order to remove the t-butoxycarbonyl group and give N-t-butyl-L-prolinamide hydrochloride.

Workup

  1. customto remove the t-butoxycarbonyl group

Sources & evidence

ORD record
ord-93cbbaceb0bf47ba8f743f46b2fb0a70
Source dataset
uspto-grants-1997_05
Patent number
US05629406

Reaction notes

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