HCID 55286896, Verbindung → Benzyl N-[(1S)-2-[(1S,3S,5S)-3-cyano-2-azabicyclo[3.1.0]hexan-2-yl]-1-(3-hydroxyadamantan-1-yl)-2-oxo ethyl]carbamate

Beteiligte Stoffe

Reaktionsschritte

Path A: (1S,3S,5S)-2-Azabicyclo[3.1.0]hexane-3-carbonitrile or its salts of formula-XIII can be coupled with (2S)-2-{[(benzyloxy)carbonyl]amino}-2-(3-hydroxyadamantan-1-yl)acetic acid of formula-XIV to give benzyl N-[(1S)-2-[(1S,3S,5S)-3-cyano-2-azabicyclo[3.1.0]hexan-2-yl]-1-(3-hydroxyadamantan-1-yl)-2-oxo-ethyl]carbamate of Formula-XI in a suitable solvent, for example, tetrahydrofuran, N,N-dimethyl formamide, 1,4-dioxane or ethyl acetate using a coupling agent, for example, 1,3-dicyclohexyl carbodiimide (DCC), 1-ethyl-3-(3′-dimethyl amino propyl)carbodiimide (EDAC), 1-propane phosphonic acid cyclic anhydride or N-[(dimethylamino)-1H-1,2,3-trizole[4,5-b]pyridylmethylene]-N-methylmethanaminium hexafluoro phosphate N-oxide (HATU) and optionally, a catalyst, for example, 1-hydroxybenzotriazole (HOBT) or 7-aza-hydroxylbenzotriazole (HOAt) and optionally, with a base, for example, N,N-dimethylamino pyridine (DMAP), triethylamine, N,N-diisopropylethylamine or N-methyl morpholine.

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