141550-15-4

Basic information

• Product Name: (R,R)-1,2-dicyclohexylethanediol (S)-(1-chloroethyl)boronate
• Synonyms: (R,R)-1,2-dicyclohexylethanediol (S)-(1-chloroethyl)boronate
• CAS NO: 141550-15-4
• Molecular Weight: 298.661
• Mol File: 141550-15-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (R,R)-1,2-dicyclohexylethanediol (S)-(1-chloroethyl)boronate(CAS DataBase Reference)
• NIST Chemistry Reference: (R,R)-1,2-dicyclohexylethanediol (S)-(1-chloroethyl)boronate(141550-15-4)
• EPA Substance Registry System: (R,R)-1,2-dicyclohexylethanediol (S)-(1-chloroethyl)boronate(141550-15-4)

Safety Data

• Hazardous Substances Data: 141550-15-4(Hazardous Substances Data)

Upstream product

• 120850-92-2 (1R,2R)-1,2-dicyclohexyl-1,2-ethanediol 
• 52340-78-0 (R,R)-hydroxybenzoin 
• 917-54-4 methyllithium 
• 505094-28-0 (4R,5R)-2-Methyl-4,5-diphenyl-[1,3,2]dioxaborolane 
• 75-09-2 dichloromethane 
• 152428-82-5 (4R,5R)-4,5-dicyclohexyl-2-methyl-1,3,2-dioxaborolane 
• 2146-67-0 (dichloromethyl)lithium 

Downstream Products

• 1229414-83-8 (4R,5R)-2-((R)-but-3-en-2-yl)-4,5-dicyclohexyl-1,3,2-dioxaborolane 
• 505094-29-1 (4R,5R)-4,5-dicyclohexyl-2-[(1R)-1-methylpropyl]-1,3,2-dioxaborolane 
• 120850-92-2 (1R,2R)-1,2-dicyclohexyl-1,2-ethanediol 
• 368-63-8 (R)-[3,5-bis(trifluoromethyl)phenyl]ethanol 
• 181515-46-8 (R,R)-1,2-dicyclohexylethanediol (R)-[1-(benzyloxy)ethyl]boronate 

Relevant articles and documents

Stereospecific Pd-catalyzed cross-coupling reactions of secondary alkylboron nucleophiles and aryl chlorides

We report the development of a Pd-catalyzed process for the stereospecific cross-coupling of unactivated secondary alkylboron nucleophiles and aryl chlorides. This process tolerates the use of secondary alkylboronic acids and secondary alkyltrifluoroborates and occurs without significant isomerization of the alkyl nucelophile. Optically active secondary alkyltrifluoroborate reagents undergo cross-coupling reactions with stereospecific inversion of configuration using this method.

Acyclic stereoselective boron alkylation reactions for the asymmetric synthesis of β-substituted α-amino acid derivatives

Optically active syn- or anti-β-substituted-α-amino acid derivatives are prepared in 94 to ≥99% ee and 66-98% ds by reaction of the Schiff base acetate of glycine tert-butyl ester with chiral, nonracemic B-alkyl-9-BBN derivatives in the presence of the Cinchona alkaloid, cinchonidine (CdOH) or cinchonine (CnOH), base, and lithium chloride. Copyright