6638-70-6

Basic information

• Product Name: (3aR,7aS)-2-phenylhexahydro-1,3,2-benzodioxaborole
• CAS NO: 6638-70-6
• Molecular Formula: C₁₂H₁₅BO₂
• Molecular Weight: 202.0573
• Mol File: 6638-70-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 333.9°C at 760 mmHg
• Flash Point: 155.7°C
• Density: 1.08g/cm³
• Vapor Pressure: 0.000258mmHg at 25°C
• Refractive Index: 1.525
• CAS DataBase Reference: (3aR,7aS)-2-phenylhexahydro-1,3,2-benzodioxaborole(CAS DataBase Reference)
• NIST Chemistry Reference: (3aR,7aS)-2-phenylhexahydro-1,3,2-benzodioxaborole(6638-70-6)
• EPA Substance Registry System: (3aR,7aS)-2-phenylhexahydro-1,3,2-benzodioxaborole(6638-70-6)

Safety Data

• Hazardous Substances Data: 6638-70-6(Hazardous Substances Data)

Usage

Description

(3aR,7aS)-2-phenylhexahydro-1,3,2-benzodioxaborole is a boron-containing chemical compound with the molecular formula C12H17BO2. It features a six-membered boron-containing heterocycle and a phenyl group attached. (3aR,7aS)-2-phenylhexahydro-1,3,2-benzodioxaborole has garnered interest due to its potential pharmaceutical applications, particularly in the areas of anti-parasitic and anti-cancer research.

Uses

Used in Pharmaceutical Industry:
(3aR,7aS)-2-phenylhexahydro-1,3,2-benzodioxaborole is used as a potential anti-parasitic agent for the treatment of neglected tropical diseases such as malaria and African sleeping sickness. Its anti-parasitic properties make it a candidate for further research and development to combat these debilitating conditions.
Additionally, (3aR,7aS)-2-phenylhexahydro-1,3,2-benzodioxaborole is used as a potential anti-cancer agent. It has been investigated for its potential to target and treat cancer cells, offering a new avenue for therapeutic intervention in oncology.
(3aR,7aS)-2-phenylhexahydro-1,3,2-benzodioxaborole's potential for further research and development highlights its versatility and importance in the pursuit of novel treatments for various diseases and conditions.

Upstream product

• 1792-81-0 cis-1,2-cyclohexane 
• 98-80-6 phenylboronic acid 
• 4406-72-8 2-phenyl[1,3,2]dioxaborolane 
• 1061180-99-1 (4R,5R)-diisopropyl-2-phenyl-1,3,2-dioxaborolane-4,5-dicarboxylate 
• 1061181-00-7 (-)-4,5-dimethyl-2-phenyl[1.3.2]dioxaborolane 
• 1460-57-7 trans-1,2-cyclohexandiol 

Downstream Products

• 1792-81-0 cis-1,2-cyclohexane 
• 4406-77-3 2-Phenyl-1,3,2-dioxaborinane 
• 7462-37-5 (3aR,6aS)-2-phenyl-hexahydrocyclopenta[d][1,3,2]dioxaborole 

Relevant articles and documents

Selective Isomerization via Transient Thermodynamic Control: Dynamic Epimerization of trans to cis Diols

Traditional approaches to stereoselective synthesis require high levels of enantio- and diastereocontrol in every step that forms a new stereocenter. Here, we report an alternative approach, in which the stereochemistry of organic substrates is selectivel

A comparative study of the relative stability of representative chiral and achiral boronic esters employing transesterification

A comparative study of the transesterification of five representative chiral and achiral boronic esters with various structurally modified diols was undertaken to qualitatively understand the factors influencing the relative stability of these boronic esters. Several factors such as chelation, conformation, steric bulk of the substituents, size of the heterocycle, and entropy influence the relative rate of transesterification as well as the stability of the boronic esters. Amongst these boronic esters, pinanediol phenylboronic ester was found to be the most stable boronic ester whereas DIPT boronic ester appeared to be thermodynamically the least stable one. The transesterification with sterically hindered diols was observed to be relatively slow, but afforded thermodynamically more stable boronic esters. Boronic esters derived from cis-cyclopentanediols and the bicyclo[2.2.1]heptane-exo,exo-2,3- diols are relatively more stable. This study not only presents the qualitative picture of relative stability of various boronic esters, but also provides helpful hints regarding the possible recovery of chiral auxiliaries. Many C 2-symmetric chiral auxiliaries, such as 2,3-butanediol, 2,4-pentanediol, DIPT, and cis-cyclohexane-1,2-diol, can be retrieved by simple transesterification of the corresponding boronic esters with commercial inexpensive diols, such as pinacol, 1,3-propanediol, and neopentyl glycol.