Cyclopropylboronic acid methyliminodiacetic acid anhydride

Base Information

• Chemical Name: Cyclopropylboronic acid methyliminodiacetic acid anhydride
• CAS No.: 1104637-36-6
• Molecular Formula: C8H12BNO4
• Molecular Weight: 196.999
• Hs Code.: 2934999090
• Mol file: 1104637-36-6.mol

Synonyms:Cyclopropylboronic acid methyliminodiacetic acid anhydride;Cyclopropylboronic acid MIDA ester;2-Cyclopropyl-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione;[N-[(Carboxy)methyl]-N-methylglycinato]cyclopropylboron;Methyliminodiacetic acid anhydride;Cyclopropylboronic acid MIDA ester 97%

Chemical Property of Cyclopropylboronic acid methyliminodiacetic acid anhydride

Chemical Property:

• Melting Point: 183-193 °C
• PSA: 55.84000
• LogP: -0.39170
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

Cyclopropylboronic acid MIDA ester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: suzuki reaction MIDA boronates as stable boronic acid surrogates for classically challenging cross-couplingsRepresentative Applications of MIDA boronates

Technology Process of Cyclopropylboronic acid methyliminodiacetic acid anhydride

There total 2 articles about Cyclopropylboronic acid methyliminodiacetic acid anhydride 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: 93.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 6-methyl-2-vinyl-1,3,6,2-dioxazaborocane-4,8-dione (1104636-73-8) → cyclopropylboronic acid methyliminodiacetic acid ester (1104637-36-6)

Guidance literature:

With palladium diacetate; In tetrahydrofuran; diethyl ether; at 0 - 23 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2008.11.010

Reference yield: 74.0%

N-methyliminodiacetic acid (4408-64-4) + cyclopropylboronic acid (411235-57-9) → cyclopropylboronic acid methyliminodiacetic acid ester (1104637-36-6)

Guidance literature:

In dimethyl sulfoxide; toluene; for 2h; Reflux;

Reference yield: 97.0%

cyclopropylboronic acid methyliminodiacetic acid ester (1104637-36-6) + 1-chloro-2,4-dimethoxybenzene (7051-13-0) → 2,4-dimethoxycyclopropylbenzene (1158985-15-9)

Guidance literature:

cyclopropylboronic acid methyliminodiacetic acid ester; 1-chloro-2,4-dimethoxybenzene; With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In 1,4-dioxane; at 23 ℃; for 0.166667h; Inert atmosphere;

With potassium phosphate; water; In 1,4-dioxane; at 23 - 100 ℃; for 6.5h; Inert atmosphere;

upstream raw materials:

diazomethane

6-methyl-2-vinyl-1,3,6,2-dioxazaborocane-4,8-dione

N-methyliminodiacetic acid

cyclopropylboronic acid

Downstream raw materials:

cyclopropylboronic acid

2,4-dimethoxycyclopropylbenzene

2-cyclopropyl-1,3,5-trimethylbenzene

1-tert-butoxy-4-cyclopropylbenzene

Refernces

• 1、 -. "SLOW RELEASE OF ORGANOBORONIC ACIDS IN CROSS-COUPLING REACTIONS". Page/Page column 36. . Retrieved 2010/04/27.