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

HRID 1824235Notes

Reaction equation

HRID 1824235 reaction equation
[CH3:1][O:2][C:3](=[O:21])[CH:4]([NH:8][C:9](=[O:20])[C@H:10]([CH3:19])[NH:11]C(OC(C)(C)C)=O)[CH:5]1[CH2:7][CH2:6]1.[ClH:22]>O1CCOCC1>[ClH:22].[CH3:1][O:2][C:3](=[O:21])[CH:4]([NH:8][C:9](=[O:20])[C@H:10]([CH3:19])[NH2:11])[CH:5]1[CH2:6][CH2:7]1

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: 1HNMR (DMSO-d6) δ 0.42–0.60, 1.21–1.26, 1.68, 3.65–3.91, 4.60, 8.17; MS (ESI+) for C8H2N2O2 m/z 201 (M+H)+.

Workup

  1. concentrationConcentrate

Sources & evidence

ORD record
ord-9b49da0400d54bac87479fa785820a1f
Source dataset
uspto-grants-2006_05
Patent number
US07041672B2

Reaction notes

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