281-29-8Relevant academic research and scientific papers
Split-Ugi Reaction with Chiral Compounds: Synthesis of Piperazine- and Bispidine-Based Peptidomimetics
Stucchi, Mattia,Lesma, Giordano
, p. 315 - 320 (2016)
A simple, one-step, stereoconservative synthesis of diamine-based peptidomimetics is described, by split-Ugi multicomponent reaction, involving chiral N-protected amino acids and α-substituted isocyanoacetate. In particular, piperazine and bispidine (3,7-diazabicyclo[3.3.1]nonane) are exploited as diamine components, bispidine being the first example of a sterically demanding bicyclic system employed in a split-Ugi reaction.
HETEROADAMANTANES AND THEIR DERIVATIVES. 19. SYNTHESES OF 1,3-DIAZAADAMANTANE AND 6,6-DIMETHYL-1,3-DIAZAADAMANTANE BASED ON THE CORRESPONDING 5,7-DINITRO DERIVATIVES
Kuznetsov, A. I.,Romanova, K. I.,Basargin, E. B.,Moskovkin, A. S.
, p. 200 - 203 (1993)
5,7-Dinitro-6,6-dimethyl-1,3-diazaadamantane was synthesized by condensation of 1,3-dinitro-2,2-dimethylpropane with hexamethylenetetramine.Like the previously prepared 5,7-dinitro-1,3-diazaadamantane, it is converted into the corresponding diamino derivative with hydrazine hydrate in the presence of a nickel catalyst, and the diamino compounds gave the 5,7-dibromo derivatives on treatment with sodium nitrite in conc.HBr.The latter were converted to 6,6-dimethyl-1,3-diazaadamantane and 1,3-diazaadamantane on treatment with hydrazine hydrate in the presence of nickel catalyst in ethanol.
Degradation of dichloromethane by bispidine
Cui, Huiling,Goddard, Richard,Poerschke, Klaus-Richard
, p. 814 - 827 (2013/01/12)
An effective degradation reaction of CH2Cl2 by bispidine (3,7-diazabicyclo[3.3.1]nonane, C7H12(NH) 2, 1) is reported. The reaction starts as low as -20 °C and is quantitative with respect to 1. The overall reaction implies nucleophilic substitution of chloride, followed by a series of cascading acid-base reactions, ending with the formation of two easily separable products, one being soluble and the other insoluble. The starting 1, the intermediates, and the products show a variety of interesting solid-state structures, associated with plasticity, N-H...N and N-H...Cl...H-N hydrogen bonding, and polymorphism. Copyright
