883223-09-4

Basic information

• Product Name: N-pentanoyl-N-[4-(4′,4′,5′,5′-tetramethyl-1′,3′,2′-dioxaborolan-2'-yl)benzyl]-L-valinemethyl ester
• Synonyms: N-pentanoyl-N-[4-(4′,4′,5′,5′-tetramethyl-1′,3′,2′-dioxaborolan-2'-yl)benzyl]-L-valinemethyl ester
• CAS NO: 883223-09-4
• Molecular Weight: 431.38
• Mol File: 883223-09-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: N-pentanoyl-N-[4-(4′,4′,5′,5′-tetramethyl-1′,3′,2′-dioxaborolan-2'-yl)benzyl]-L-valinemethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-pentanoyl-N-[4-(4′,4′,5′,5′-tetramethyl-1′,3′,2′-dioxaborolan-2'-yl)benzyl]-L-valinemethyl ester(883223-09-4)
• EPA Substance Registry System: N-pentanoyl-N-[4-(4′,4′,5′,5′-tetramethyl-1′,3′,2′-dioxaborolan-2'-yl)benzyl]-L-valinemethyl ester(883223-09-4)

Safety Data

• Hazardous Substances Data: 883223-09-4(Hazardous Substances Data)

Upstream product

• 5084-80-0 tri(4-tolyl)boroxine 
• 6306-52-1 L-valine methylester hydrochloride 
• 138500-85-3 4-bromomethylphenylboronic acid pinacol ester 
• 1189547-11-2 methyl N-pentanoyl-L-valinate 
• 638-29-9 n-valeryl chloride 
• 4070-48-8 L-Valine methyl ester 
• 73183-34-3 bis(pinacol)diborane 
• 195062-57-8 p-tolylboronic pinacol ester 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 883223-08-3 (S)-methyl 3-methyl-2-((4-(4,4,5,5-tetramethyl-2,3,2-dioxaborolan-2-yl)benzyl)amino)butanoate 

Downstream Products

• 137863-90-2 methyl 2-(N-((2'-cyanobiphenyl-4-yl)methyl)pentanamido)-3-methylbutanoate 
• 781664-81-1 N-[[2'-(1-triphenylmethyltetrazol-5yl)biphenyl-4-yl]methyl]-N-valeryl-L-valine methyl ester 
• 137862-53-4 N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine 
• 137863-17-3 methyl N-((2’-(1H-tetrazol-5-yl)-[1,1’-biphenyl]-4-yl)methyl)-N-pentanoyl-L-valinate 

Relevant articles and documents

BIARYLMETHYL HETEROCYCLES

The present invention provides compounds of Formula (I): wherein all variables are as defined in the specification, and compositions comprising any of such novel compounds. These compounds are biased agonists, or β-Arrestin agonists of the angiotensin II receptor, which may be used as medicaments.

Microwave-mediated synthesis of an arylboronate library

A series of arylboronates has been synthesized from the reaction of 2-(2-, (3-, or (4-(bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 1{1-3} respectively with a range of N-, S-, and O-nucleophiles, using microwave-mediated chemistry. For the synthesis of N- and S-substituted boronates, a supported base, PS-NMM, was employed, and many reactions were complete within 15 min. With O-nucleophiles, a mixture of tetrabutylammonium bromide, potassium carbonate, and sodium hydroxide was employed. The resulting aminomethyl, mercaptomethyl, or alkoxy-/phenoxymethyl-arylboronates were subjected to microwave-mediated Suzuki Miyaura coupling reactions to afford a range of biaryls in moderate to good yields. The X-ray structures of five boronates were determined.

Efficient synthesis of valsartan, a nonpeptide angiotensin II receptor antagonist

A highly efficient and convergent approach to the synthesis of the angiotensin II receptor antagonist valsartan (1), one of the most important agents used in antihypertensive therapy today, is described. Directed ortho-metalation of 4-bromotoluene provides the key boronic acid intermediate 11 which was subjected to palladium-catalyzed Suzuki coupling. This method overcomes many of the drawbacks associated with the previously reported syntheses. The saponification of the methyl ester in valsartan was realized in a convenient and economical manner, which is more suitable for industrial production. Georg Thieme Verlag Stuttgart.