methyl N-{2-[(tert-butoxycarbonyl)amino]butanoyl}alaninate → methyl N-(2-aminobutanoyl)alaninate hydrochloride

HRID 1612322Notes

Reaction equation

HRID 1612322 reaction equation
[ClH:1].N[C@H](C(NC(C1CC1)C(OC)=O)=O)C.C(OC([NH:23][CH:24]([CH2:34][CH3:35])[C:25]([NH:27][C@H:28]([C:30]([O:32][CH3:33])=[O:31])[CH3:29])=[O:26])=O)(C)(C)C>>[ClH:1].[NH2:23][CH:24]([CH2:34][CH3:35])[C:25]([NH:27][C@H:28]([C:30]([O:32][CH3:33])=[O:31])[CH3:29])=[O:26]

Participants

3

Reactant 2

HCID 86588879methyl N-{2-[(tert-butoxycarbonyl)amino]butanoyl}alaninateHCID 86588880methyl(L-alanylamino)(cyclopropyl)acetate hydrochloride

Product 1

HCID 86588882methyl N-(2-aminobutanoyl)alaninate hydrochloride

Procedure

Following the procedure for the preparation of methyl (L-alanylamino)(cyclopropyl)acetate hydrochloride but substituting methyl N-{2-[(tert-butoxycarbonyl)amino]butanoyl}alaninate and making non-critical variations provided the title compound as a solid: 1H NMR (DMSO-d6) δ 0.86-0.92, 1.39-1.41, 1.62-1.82, 3.64, 3.92, 4.18-4.23, 8.36. 8.92.

Sources & evidence

ORD record
ord-9db6110c9c4142eca8b31f10c90db01e
Source dataset
uspto-grants-2006_01
Patent number
US06992087B2

Reaction notes

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