4-(Propargylaminocarbonyl)phenylboronic acid pinacol ester

Base Information

• Chemical Name: 4-(Propargylaminocarbonyl)phenylboronic acid pinacol ester
• CAS No.: 1218790-49-8
• Molecular Formula: C16H20BNO3
• Molecular Weight: 303.16118
• Hs Code.: 2934999090
• Mol file: 1218790-49-8.mol

Synonyms:4-(Propargylaminocarbonyl)phenylboronic acid pinacol ester;N-(Prop-2-yn-1-yl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Chemical Property of 4-(Propargylaminocarbonyl)phenylboronic acid pinacol ester

Chemical Property:

• Boiling Point: 438.3±30.0 °C(Predicted)
• PKA: 13.07±0.46(Predicted)
• PSA: 47.56000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 1.73970

Purity/Quality:

98%Min ^*data from raw suppliers

4-(Propargylaminocarbonyl)phenylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(Propargylaminocarbonyl)phenylboronic acid pinacol ester

There total 1 articles about 4-(Propargylaminocarbonyl)phenylboronic 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: 61.0%

Propargylamine (2450-71-7) + 4-carboxyphenylboronic acid pinacol ester (180516-87-4) → 4-(propargylaminocarbonyl)benzeneboronic acid pinacol ester (1218790-49-8)

Guidance literature:

With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In methanol; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1021/jacs.6b02664

Reference yield: 37.0%

2-iodo-propane (75-30-9) + 4-(propargylaminocarbonyl)benzeneboronic acid pinacol ester (1218790-49-8) → N-(4-methylpent-2-yn-1-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

Guidance literature:

2-iodo-propane; With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; copper(l) iodide; lithium tert-butoxide; 2,6-bis(4,5-dihydrooxazol-2-yl)pyridine; In 1,2-dimethoxyethane; N,N-dimethyl acetamide; for 0.0833333h; Inert atmosphere; Schlenk technique;

4-(propargylaminocarbonyl)benzeneboronic acid pinacol ester; In 1,2-dimethoxyethane; N,N-dimethyl acetamide; at 20 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201307069

upstream raw materials:

Propargylamine

4-carboxyphenylboronic acid pinacol ester

Refernces

• 1、 Ju, Enguo,Wang, Faming,Wang, Zhenzhen,Liu, Chaoying,Dong, Kai,Pu, Fang,Ren, Jinsong,Qu, Xiaogang. "Modular AND Gate-Controlled Delivery Platform for Tumor Microenvironment Specific Activation of Protein Activity". supporting information. p. 7573 - 7577. Retrieved 2020/06/08.