497235-41-3

Upstream product

• 6746-94-7 Cyclopropylacetylene 
• 497235-37-7 6-chloro-1-[(4-methoxyphenyl)methyl]-4-(trifluoromethyl)hydroquinazolin-2-one 
• 497235-38-8 6-chloro-4-(2-cyclopropylethynyl)-1-[(4-methoxyphenyl)methyl]-4-(trifluoromethyl)-1,3,4-trihydroquinazolin-2-one 
• 497235-36-6 6-chloro-4-hydroxy-1-[(4-methoxyphenyl)methyl]-4-(trifluoromethyl)-1,3,4-trihydroquinazolin-2-one 
• 173676-54-5 1-{5-chloro-2-[(4-methoxybenzyl)amino]phenyl}-2,2,2-trifluoroethan-1-one 

Downstream Products

• 214287-88-4 (4S)-6-chloro-4-(2-cyclopropylethynyl)-4-(trifluoromethyl)-1,3,4-trihydroquinazolin-2-one 

Relevant academic research and scientific papers

AN AMINO ALCOHOL LIGAND AND ITS USE IN PREPARATION OF CHIRAL PROPARGLIC TERTIARY ALKOHOLS AND TERTIARY AMINES VIA ENANTIOSELECTIVE ADDITON REACTION

The invention disclosed a new process of asymmetric alkynylation of ketone or ketimine, involving the chiral ligand-mediated asymmetric addition of zinc or copper acetylide to a trifluoromethyl ketone or ketimine intermediate to give a chiral tertiary pro

Highly Enantioselective Construction of a Chiral Tertiary Carbon Center by Alkynylation of a Cyclic N-Acyl Ketimine: An Efficient Preparation of HIV Therapeutics

Second-generation nonnucleoside reverse transcriptase inhibitors can now be efficiently prepared. Alkynylation of the ketimine (see scheme; PMB=p-methoxybenzyl) leads to the synthesis of tertiary amines in excellent yield and with high enantioselectivity. The ligand used in the reaction is a derivative of chloramphenicol base.

General scope of 1,4-diastereoselective additions to a 2(3H)-quinazolinone: Practical preparation of HIV therapeutics

The practical and highly diastereoselective syntheses of CF3-substituted dihydroquinazolinones via 1,4-additions of nucleophiles to chiral auxiliary substituted 2(3H)-quinazolinones is described. This methodology is applied to the syntheses of the NNRTIs (nonnucleoside reverse transcriptase inhibitors) DPC 961 (1) and DPC 083 (2), which are useful for the treatment of HIV (human immunodeficiency virus). The synthesis of DPC 961 (1) requires three steps, proceeds in >55% overall yield from the keto-aniline 9, and gives synthetic access to DPC 083 (2). In addition, the scope of the new diastereoselective 1,4-addition chemistry is investigated. The first preparation of DPC 961 (1) described in this paper is a derivatization fractional crystallization protocol.