1,2-Oxaborolane, 2-hydroxy-3-(phenylthio)-

Base Information

• Chemical Name: 1,2-Oxaborolane, 2-hydroxy-3-(phenylthio)-
• CAS No.: 66080-42-0
• Molecular Formula: C₉H₁₁BO₂S
• Molecular Weight: 194.062
• Mol file: 66080-42-0.mol

Synonyms:

Chemical Property of 1,2-Oxaborolane, 2-hydroxy-3-(phenylthio)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-Oxaborolane, 2-hydroxy-3-(phenylthio)-

There total 2 articles about 1,2-Oxaborolane, 2-hydroxy-3-(phenylthio)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 39.0%

oxirane (75-21-8,99932-75-9) + 4,4,5,5-tetramethyl-2-((phenylsulfanyl)methyl)-1,3,2-dioxaborolane (66080-23-7) → pinacol 3-hydroxy-1-(phenylthio)propane-1-boronate (79121-43-0) + 2-hydroxy-3-(phenylthio)-1,2-oxaborolane (66080-42-0)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; under Ar or N2, first BuLi was added to diisopropylamine in THF with stirring at 0°C, then addn. of B compd., stirring for 2 h at 0°C, cooled to -78°C, introducing of ethylene oxide, mixt. warmed to 20°C, stirred for 16 h; concd., treated with ether and 10 % phosphoric acid, extd. with ether, refluxed overnight with boric acid, and sodium borate in water, crystd. from ether/petroleum ether, elem.anal.;

Reference yield:

oxirane (75-21-8,99932-75-9) + 4,4,5,5-tetramethyl-2-((phenylsulfanyl)methyl)-1,3,2-dioxaborolane (66080-23-7) → 2-hydroxy-3-(phenylthio)-1,2-oxaborolane (66080-42-0)

Guidance literature:

Multistep reaction; (i) LDA, THF, (ii) /BRN= 102378/;

DOI:10.1021/ja00472a066

upstream raw materials:

oxirane

4,4,5,5-tetramethyl-2-((phenylsulfanyl)methyl)-1,3,2-dioxaborolane