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

Base Information

• Chemical Name: 2-(Furan-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, 2-Furanboronic acid MIDA ester
• CAS No.: 1104637-62-8
• Molecular Formula: C9H10BNO5
• Molecular Weight: 222.993
• Mol file: 1104637-62-8.mol

Synonyms:2-(Furan-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, 2-Furanboronic acid MIDA ester;2-Furanylboronic acid MIDA ester;2-(Furan-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione;2-Furanboronic acid MIDA ester;2-Furanylboronic acid MIDA ester 97%

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

Chemical Property:

• Melting Point: 130-135 °C
• PSA: 68.98000
• LogP: -1.05550

Purity/Quality:

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

2-Furanylboronic acid MIDA ester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: ? ;Reactant for slow-release cross-coupling reactions1MIDA boronates as stable boronic acid surrogates for classically challenging cross-couplingsSuzuki Cross-Coupling with MIDA Boronates Reactant for slow-release cross-coupling reactionsMIDA boronates as stable boronic acid surrogates for classically challenging cross-couplingsSuzuki Cross-Coupling with MIDA Boronates

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

There total 3 articles about 2-(Furan-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione, 2-Furanboronic 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: 90.0%

fur-2-ylboronic acid (13331-23-2) + N-methyliminodiacetic acid (4408-64-4) → 2-(furan-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione (1104637-62-8)

Guidance literature:

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

Reference yield:

2-(3-ethynyloxiran-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione → 2-(furan-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione (1104637-62-8)

Guidance literature:

With silver hexafluoroantimonate; [1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-2-(3H)-ylidene]gold(I)chloride; In 1,2-dichloro-ethane; at 20 ℃; regioselective reaction; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/ja507054j

Reference yield:

C9H10BNO4 → 2-(furan-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione (1104637-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 18 h / 20 °C / Inert atmosphere; Glovebox; Schlenk technique

2: [1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-2-(3H)-ylidene]gold(I)chloride; silver hexafluoroantimonate / 1,2-dichloro-ethane / 20 °C / Inert atmosphere; Schlenk technique; Glovebox

With silver hexafluoroantimonate; [1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-2-(3H)-ylidene]gold(I)chloride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/ja507054j

upstream raw materials:

fur-2-ylboronic acid

N-methyliminodiacetic acid

Downstream raw materials:

fur-2-ylboronic acid

2-(4-tert-butoxyphenyl)furan

2-(2'-furyl)pyridine

2-(2-thienyl)furan

Refernces

• 1、 -. "SLOW RELEASE OF ORGANOBORONIC ACIDS IN CROSS-COUPLING REACTIONS". Page/Page column 34. . Retrieved 2010/04/27.