307532-07-6Relevant academic research and scientific papers
Copper-Catalyzed Regio- and Enantioselective Aminoboration of Unactivated Terminal Alkenes
Kato, Kodai,Hirano, Koji,Miura, Masahiro
supporting information, p. 5775 - 5778 (2018/03/27)
A CuCl/(R,R)-PTBP-BDPP-catalyzed regioselective and enantioselective aminoboration of simple and unactivated terminal alkenes with bis(pinacolato)diboron (pinB-Bpin) and hydroxylamines has been developed. The amino group and boryl group were incorporated
Synthesis and optimization of novel (3S,5R)-5-(2,2-dimethyl-5-oxo-4- phenylpiperazin-1-yl)piperidine-3-carboxamides as orally active renin inhibitors
Mori, Yutaka,Ogawa, Yasuyuki,Mochizuki, Akiyoshi,Nakamura, Yuji,Fujimoto, Teppei,Sugita, Chie,Miyazaki, Shojiro,Tamaki, Kazuhiko,Nagayama, Takahiro,Nagai, Yoko,Inoue, Shin-Ichi,Chiba, Katsuyoshi,Nishi, Takahide
, p. 5907 - 5922 (2013/09/12)
We report synthesis and optimization of a series of (3S,5R)-5-(2,2- dimethyl-5-oxo-4-phenylpiperazin-1-yl)piperidine-3-carboxamides as renin inhibitors. Chemical modification of P1, P2 and P 3 portions led to a promising 3
Preparation of aminoalkyl chlorohydrin hydrochlorides: Key building blocks for hydroxyethylamine-based HIV protease inhibitors
Beaulieu, Pierre L.,Wernic, Dominik
, p. 3635 - 3645 (2007/10/03)
Enantiomerically pure N,N-dibenzyl-α-amino aldehydes reacted with (chloromethyl)lithium, generated in situ from bromochloromethane and lithium metal, to give predominantly erythro aminoalkyl epoxides. Treatment of the crude epoxides with aqueous hydrochloric acid gave crystalline (2S,3S)-N,N-dibenzylamino chlorohydrin hydrochlorides in 32-56% overall yield and high isomeric purity. These compounds are versatile synthetic intermediates for the preparation of hydroxyethylamine-based HIV protease inhibitors, either directly as such, or via conversion to the corresponding N-Boc(2S,3S)-aminoalkyl epoxides. The processes described do not make use of hazardous reagents or intermediates, do not require chromatographic purifications, and are thus amenable to the preparation of large quantities of these versatile building blocks.
