Cyclobutylboronic acid pinacol ester

Base Information

• Chemical Name: Cyclobutylboronic acid pinacol ester
• CAS No.: 1360914-08-4
• Molecular Formula: C10H21BO3
• Molecular Weight: 200.08294
• Hs Code.: 2931900090
• Mol file: 1360914-08-4.mol

Synonyms:Cyclobutylboronic acid pinacol ester;2-cyclobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of Cyclobutylboronic acid pinacol ester

Chemical Property:

• Boiling Point: 200.8±9.0 °C(Predicted)
• PSA: 18.46000
• Density: 0.94±0.1 g/cm3(Predicted)
• LogP: 2.63270
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

95%+ ^*data from raw suppliers

2-cyclobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclobutylboronic acid pinacol ester

There total 9 articles about Cyclobutylboronic acid pinacol ester 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: 95.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + Bromocyclobutane (4399-47-7) + benzo[1,3,2]dioxaborole (274-07-7) → 2-cyclobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1360914-08-4)

Guidance literature:

benzo[1,3,2]dioxaborole; With bis(cyclopentadienyl)titanium dichloride; potassium carbonate; In tert-butyl methyl ether; for 0.5h;

Bromocyclobutane; In tert-butyl methyl ether; at 80 ℃; for 24h; under 760.051 Torr; Inert atmosphere;

2,3-dimethyl-2,3-butane diol; With triethylamine; In tert-butyl methyl ether; at 20 ℃; for 1h; Inert atmosphere;

Reference yield: 88.0%

chlorocyclobutane (1120-57-6) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-cyclobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1360914-08-4)

Guidance literature:

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; With bis(cyclopentadienyl)titanium dichloride; lithium methanolate; In tert-butyl methyl ether; for 0.5h;

chlorocyclobutane; In tert-butyl methyl ether; at 100 ℃; for 24h; under 760.051 Torr; Inert atmosphere;

Reference yield: 87.0%

Bromocyclobutane (4399-47-7) + bis(pinacol)diborane (73183-34-3) → 2-cyclobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1360914-08-4)

Guidance literature:

With lithium tert-butoxide; In N,N-dimethyl-formamide; at 30 ℃; for 3h; under 760.051 Torr; Irradiation;

DOI:10.1016/j.jcat.2021.01.019

upstream raw materials:

Bromocyclobutane

bis(pinacol)diborane

2,3-dimethyl-2,3-butane diol

cyclobutyl boronic acid

Downstream raw materials:

potassium cyclobutyltrifluoroboranuide

Refernces

• 1、 Nandakumar, Meganathan,Rubial, Belén,Noble, Adam,Myers, Eddie L.,Aggarwal, Varinder K.. "Ring-Opening Lithiation–Borylation of 2-Trifluoromethyl Oxirane: A Route to Versatile Tertiary Trifluoromethyl Boronic Esters". . p. 1187 - 1191. Retrieved 2020.
• 2、 Dai, Jian-Jun,Teng, Xin-Xin,Fang, Wen,Xu, Jun,Xu, Hua-Jian. "Electrochemically promoted decarboxylative borylation of alkyl N-hydroxyphthalimide esters". . p. 1555 - 1558. Retrieved 2021/10/01.
• 3、 -. "Method for directly preparing alkyl borate compound from alkyl halide". Paragraph 0265-0267. . Retrieved 2021/04/14.