2-(Benzofuran-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, 2-Benzofuranboronic acid MIDA ester

Base Information

• Chemical Name: 2-(Benzofuran-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, 2-Benzofuranboronic acid MIDA ester
• CAS No.: 1104637-65-1
• Molecular Formula: C13H12BNO5
• Molecular Weight: 273.053
• Mol file: 1104637-65-1.mol

Synonyms:2-(Benzofuran-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, 2-Benzofuranboronic acid MIDA ester;2-Benzofuranylboronic acid MIDA ester;2-Benzofuranylboronic acid MIDA ester 97%

Chemical Property of 2-(Benzofuran-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, 2-Benzofuranboronic acid MIDA ester

Chemical Property:

• Melting Point: 198-202 °C
• PSA: 68.98000
• LogP: 0.09770

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-BENZOFURANYLBORONIC ACID MIDA ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(Benzofuran-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, 2-Benzofuranboronic acid MIDA ester

There total 6 articles about 2-(Benzofuran-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, 2-Benzofuranboronic acid MIDA 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: 100.0%

C13H12BNO5 (1313026-14-0) → 2-benzofuranylboronic acid mida ester (1104637-65-1)

Guidance literature:

With BF₄^(1-)*C₅₄H₃₆Au₃Cl₉OP₃⁽¹⁺⁾; In tetrahydrofuran; at 65 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2011.04.011

Reference yield: 89.0%

potassium benzo[d][1,3]dioxol-5-yltrifluoroborate + N-methyliminodiacetic acid (4408-64-4) → 2-benzofuranylboronic acid mida ester (1104637-65-1)

Guidance literature:

With chloro-trimethyl-silane; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.5b00182

Reference yield: 86.0%

benzofuran-2-boronic acid (98437-24-2) + N-methyliminodiacetic acid (4408-64-4) → 2-benzofuranylboronic acid mida ester (1104637-65-1)

Guidance literature:

In dimethyl sulfoxide; toluene; for 8h; Reflux;

upstream raw materials:

benzofuran-2-boronic acid

N-methyliminodiacetic acid

B-ethynyl N-methyliminodiacetic acid boronate

C₁₃H₁₂BNO₅

Downstream raw materials:

benzofuran-2-boronic acid

2-(2,4-dimethoxyphenyl)benzofuran

2-(4-(tert-butoxy)phenyl)benzofuran

2-(5'-indoyl)benzofuran

Refernces

• 1、 Churches, Quentin I.,Hooper, Joel F.,Hutton, Craig A.. "A general method for interconversion of boronic acid protecting groups: Trifluoroborates as common intermediates". . p. 5428 - 5435. Retrieved 2015/06/16.
• 2、 -. "SLOW RELEASE OF ORGANOBORONIC ACIDS IN CROSS-COUPLING REACTIONS". Page/Page column 34. . Retrieved 2010/04/27.