42929-48-6

Upstream product

• 5396-91-8 1,5-diphenyl-3-pentanone 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 100-42-5 styrene 
• 206272-39-1 [3-(methoxymethylene)pentane-1,5-diyl]dibenzene 

Downstream Products

• 17486-91-8 2-(2-phenylethyl)-4-phenylbutanoic acid 
• 199990-02-8 4-{5-Ethyl-1-methyl-4-[3-(2-phenethyl-4-phenyl-butylamino)-benzoyl]-1H-pyrrol-2-yl}-butyric acid ethyl ester 
• 95622-95-0 2-phenethyl-4-phenyl-butyric acid anilide 
• 17486-88-3 2-phenethyl-4-phenylbutan-1-ol 

Relevant academic research and scientific papers

Transformation of Carbonyl Compounds into Homologous Alkynes under Neutral Conditions: Fragmentation of Tetrazoles Derived from Cyanophosphates

Cyanophosphates (CPs) can be easily prepared from either ketones or aldehydes, and their reaction with NaN3-Et3N·HCl results in the formation of azidotetrazoles. Under microwave irradiation, successive fragmentation of the azidotetrazoles generates alkylidene carbenes that undergo [1,2]-rearrangement and are transformed into homologous alkynes. Treatment of ketone-derived CPs with TMSN3 and Bu2SnO as catalyst in toluene at reflux directly yields the corresponding internal alkynes, whereas the reaction of aldehyde-derived CPs with NaN3-Et3N·HCl in THF at reflux or TMSN3-Bu2SnO (cat.) in toluene at reflux provides homologous terminal alkynes in good yields. These reactions take place under neutral conditions and can be successfully extended to obtain alkynes that are not usually accessible from the corresponding carbonyl compounds by the Ohira-Bestmann or Shioiri procedures, which require basic conditions.

Carbolithiation of styrenes with N-tert-butyl aldimines

The addition of aldimine anions to styrene occurs upon the treatment of N-tert-butyl aldimine with LDA followed by the addition of styrene to give the corresponding aldehyde after hydrolysis. Cyclohexenyl amines are generated when the reactions are performed with unsaturated aldimines. This approach affords 4-phenyl substituted butanals and cyclohexenyl amines in a simple and inexpensive way.

Pyrrole butyric acid derivatives as inhibitors of steroid 5α- reductase

A series of pyrrole butyric acid derivatives was synthesized and evaluated for inhibitory activity on human and rat steroid 5α-reductase in vitro and ex vivo. 3-Benzoyl-4-alkylpyrrole-1-butyric acids and 1-methyl- 2-alkyl-3-benzoylpyrrole-5-butyric acid derivatives were effective inhibitors. Structure activity relationships were evaluated among the 37 compounds synthesized. Compound 37 (HQL-1069) shows potent inhibitory activities against both rat and human 5α-reductase.