234446-83-4

Upstream product

• 90-82-4 pseudoephedrine 
• 141-75-3 butyryl chloride 
• 106-31-0 butanoic acid anhydride 

Downstream Products

• 874771-07-0 (R)-2-Ethyl-hept-5-ynoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide 
• 1026983-11-8 (1'S,2'S,2R)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methyl-2-(3-methoxybenzyl)butyramide 
• 925206-28-6 (+)-(2R,3S)-2-ethyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-3-[(4-methoxyphenyl)amino]-N-methyl-3-phenylpropanamide 
• 1068600-88-3 (2S)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylbutanamide 
• 1243333-14-3 (S)-N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-2-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)butanamide 

Relevant academic research and scientific papers

Mechanistic implications of nickel-catalyzed reductive coupling of aldehydes and chiral 1,6-enynes

A study of nickel-catalyzed reductive coupling reactions of aldehydes and chiral 1,6-enynes has provided evidence for three distinct mechanistic pathways that govern regioselectivity in this transformation. In the absence of a phosphine additive, high regioselectivity and high diastereoselectivity are obtained as a direct result of coordination of both the alkyne and the olefin to the metal center during the C-C bond-forming step.

Synthesis and biochemical evaluation of highly enantiomerically pure (R,R)- and (S,S)-alexidine

Alexidine is in everyday human use as oral disinfectant and contact lens disinfectant. It is used as a mixture of stereoisomers. Since all of alexidine's known biological targets are chiral, the biological activity of any of its chiral stereoisomers could be significantly higher than that of the mixture of stereoisomers. This makes a synthetic methodology for obtaining the individual enantiomers of the chiral diastereoisomer highly desirable. Here, we describe the first synthesis of both enantiomers of alexidine in high enantiomeric purity, and demonstrate their activity against the protein-protein interaction between the anti-apoptotic protein Bcl-xL and the pro-apoptotic protein Bak.

Directing effects of tethered alkenes in nickel-catalyzed coupling reactions of 1,6-enynes and aldehydes

Nickel-catalyzed reductive coupling reactions of aldehydes and 1,6-enynes proceed in excellent regioselectivity in the absence of a phosphine, and the use of a monodentate phosphine additive leads to the formation of the opposite regioisomer with equally high selectivity. Both products are the result of the same fundamental mechanism, with the inversion of regioselectivity being the result of stereospecific ligand substitution at the metal center.

Estrogen receptor subtype-selective ligands: Asymmetric synthesis and biological evaluation of cis- and trans-5,11-dialkyl-5,6,11,12- tetrahydrochrysenes

We have recently reported that racemic 5,11-cis-diethyl-5,6,11,12- tetrahydrochrysene-2,8-diol (THC, rac-2b) acts as an agonist on estrogen receptor alpha (ERα) and as a complete antagonist on estrogen receptor beta (ERβ) (Sun et al. Endocrinology 1999, 1