Hydrochloric Acid → methyl(L-alanylamino)(cyclopropyl)acetate hydrochloride

HRID 1612320Notes

Reaction equation

HRID 1612320 reaction equation
C(OC([NH:8][C@H:9]([C:11]([NH:13][CH:14]([CH:19]1[CH2:21][CH2:20]1)[C:15]([O:17][CH3:18])=[O:16])=[O:12])[CH3:10])=O)(C)(C)C.[ClH:22]>O1CCOCC1>[ClH:22].[NH2:8][C@H:9]([C:11]([NH:13][CH:14]([CH:19]1[CH2:21][CH2:20]1)[C:15]([O:17][CH3:18])=[O:16])=[O:12])[CH3:10]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58583288methyl{[N-(tert-butoxycarbonyl)-L-alanyl]amino}(cyclopropyl)acetate

Product 1

HCID 86588880methyl(L-alanylamino)(cyclopropyl)acetate hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of methyl {[N-(tert-butoxycarbonyl)-L-alanyl]amino}(cyclopropyl)-acetate (72 mg, 0.24 mmol) in 4 N HCl in dioxane (1 mL) was stirred at rt for 45 min. Concentrate to afford 57 mg (100%) of methyl (L-alanylamino)(cyclopropyl)acetate hydrochloride as a solid: 1H NMR (DMSO-d6) δ 0.42-0.60, 1.21-1.26, 1.68, 3.65-3.91, 4.60, 8.17; MS (ESI+) for C8H12N2O2 m/z 201 (M+H)+.

Workup

  1. concentrationConcentrate

Sources & evidence

ORD record
ord-e9f0be14e90c4eed89b5ec59357f14c1
Source dataset
uspto-grants-2006_01
Patent number
US06992087B2

Reaction notes

Loading…