176041-73-9Relevant academic research and scientific papers
1,3-dipolar cycloaddition of in situ generated 2,2-dimethyl- and 2,2-dichlorodiazocyclopropanes to 3,3-dimethylcyclopropene
Tomilov,Shulishov,Klimenko,Nefedov
, p. 2557 - 2560 (1996)
2,2-Dimethyl- and 2,2-dichlorocyclopropyl-N-nitrosoureas were synthesized for the first time. Under the action of MeONa/MeOH at -10°C, these compounds generate the corresponding 2,2-dimethyl- and 2,2-dichlorodiazocyclopropanes, which are readily trapped by 3,3-dimethylcyclopropene to give the products of 1,3-dipolar cycloaddition, viz., isomeric substituted spiro{2,3-diazabicyclo[3.1.0]hex-2-ene-4,1′-cyclopropanes}, in yields of about 70%.
Formation and reactions of substituted diazocyclopropanes and cyclopropyldiazonium ions
Klimenko,Tomilov,Nefedov
, p. 236 - 241 (2007/10/03)
Decomposition of N-nitroso-N-cyclopropylureas at 5-7°C on treatment with K2CO3 containing 15-20% H2O allows simultaneous generation of both substituted diazocyclopropanes and cyclopropyldiazonium ions, which can react according to 1,3-dipolar cycloaddition or azo-coupling pattern with appropriate substrates. The nature of substituents in the cyclopropyl ring have a pronounced influence on the product ratio (and, probably, on the equilibrium between the diazo compound and the diazonium ion). Thus, on treatment with a base in the presence of equimolar amounts of methyl metacrylate as a trap for the diazo compound and 2-naphthol as a trap for the diazonium ion, N-cyclopropyl- and N-(2,2-dimethylcyclopropyl)-N- nitrosourea azo coupling products predominate. Conversely, N-(2,2- dichlorocyclopropyl)-N-nitrosourea is transformed predominantly into 1,3-cycloaddition products. A rationalization for the experimental data is proposed.
Mechanism-based inactivation of α-chymotrypsin
Ohba, Tsuyoshi,Tsuchiya, Naoki,Nishimura, Kuniko,Ikeda, Eitatsu,Wakayama, Jun,Takei, Hisashi
, p. 543 - 546 (2007/10/03)
The peptidyl ester derivatives of 2,2-dichlorocyclopropanol and the amide derivative of 2,2-dichlorocyclopropylamine were prepared as novel mechanism-based inactivators of α-chymotrypsin. The esters inactivated α-chymotrypsin irreversibly but the amide did not show any irreversible inhibitory activity toward α-chymotrypsin.
