869218-52-0

Basic information

• Product Name: (R,R)-1,2-dicyclohexylethane-1,2-diol tert-butyl alcohol borate
• Synonyms: (R,R)-1,2-dicyclohexylethane-1,2-diol tert-butyl alcohol borate
• CAS NO: 869218-52-0
• Molecular Weight: 308.269
• Mol File: 869218-52-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (R,R)-1,2-dicyclohexylethane-1,2-diol tert-butyl alcohol borate(CAS DataBase Reference)
• NIST Chemistry Reference: (R,R)-1,2-dicyclohexylethane-1,2-diol tert-butyl alcohol borate(869218-52-0)
• EPA Substance Registry System: (R,R)-1,2-dicyclohexylethane-1,2-diol tert-butyl alcohol borate(869218-52-0)

Safety Data

• Hazardous Substances Data: 869218-52-0(Hazardous Substances Data)

Upstream product

• 120850-92-2 (1R,2R)-1,2-dicyclohexyl-1,2-ethanediol 
• 75-65-0 tert-butyl alcohol 
• 7397-43-5 tri-(tert-butyl)borate 

Downstream Products

• 61906-72-7 tributyl-t-butylstannane 
• 1051942-98-3 C₄₃H₅₁BO₄Si 
• 1051942-97-2 C₄₃H₅₁BO₄Si 
• 1051943-00-0 C₃₃H₅₄BNO₄Si 
• 1051942-99-4 C₃₃H₅₄BNO₄Si 
• 1051943-07-7 C₃₃H₅₃⁽²⁾HBNO₄Si 
• 1051943-06-6 C₃₃H₅₃⁽²⁾HBNO₄Si 
• 869218-71-3 (R,R)-1,2-dicyclohexylethane-1,2-diol (1R)-(dimethylphenylsilyl)-[1-2H,3H]methylboronate 
• 869218-72-4 (R,R)-1,2-dicyclohexylethane-1,2-diol (1S)-(dimethylphenylsilyl)-[1-2H,3H]methylboronate 
• 869218-57-5 (R,R)-1,2-dicyclohexylethane-1,2-diol (1R)-(dimethylphenylsilyl)-[1-2H]methylboronate 
• 869218-56-4 (R,R)-1,2-dicyclohexylethane-1,2-diol (1S)-(dimethylphenylsilyl)-[1-2H]methylboronate 
• 869218-55-3 (R,R)-1,2-dicyclohexylethane-1,2-diol (dimethylphenylsilyl)methylboronate 
• 869218-69-9 (R,R)-1,2-dicyclohexylethane-1,2-diol {(1S)-[(S,S)-N,N-bis(1-phenylethyl)carbamoyloxy](dimethylphenylsilyl)[1-2H]methyl}boronate 
• 869218-70-2 (R,R)-1,2-dicyclohexylethane-1,2-diol {(1R)-[(S,S)-N,N-bis(1-phenylethyl)carbamoyloxy](dimethylphenylsilyl)[1-2H]methyl}boronate 

Relevant articles and documents

Formal and improved synthesis of enantiopure chiral methanol

[D2]Methanol was converted to the carbamate derived from 2,2,6,6-tetramethylpiperidine. It was metalated with s-BuLi/TMEDA at -78 °C with a high primary kinetic isotope effect to give an α-oxymethyllithium, which was silylated with chlorodimethylphenylsilane. The silylmethyl carbamate formed was lithiated and borylated with the borate derived from tert-butanol and (R,R)-1,2-dicyclohexylethane-1,2-diol to give diastereomeric boronates, which were separated by preparative HPLC and can in principle be converted to enantiopure chiral methanols. Thus, both enantiomers are easily accessible in nine linear steps.