(Trans-3-Phenyloxiran-2-yl)boronic acid MIDA ester

Base Information

• Chemical Name: (Trans-3-Phenyloxiran-2-yl)boronic acid MIDA ester
• CAS No.: 1329422-25-4
• Molecular Formula: C₁₃H₁₄BNO₅
• Molecular Weight: 275.069
• Mol file: 1329422-25-4.mol

Synonyms:

Chemical Property of (Trans-3-Phenyloxiran-2-yl)boronic acid MIDA ester

Chemical Property:

Purity/Quality:

(Trans-3-Phenyloxiran-2-yl)boronic acid MIDA ester Aldrich ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

Useful:

Technology Process of (Trans-3-Phenyloxiran-2-yl)boronic acid MIDA ester

There total 6 articles about (Trans-3-Phenyloxiran-2-yl)boronic 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: 78.0%

(E)-6-methyl-2-styryl-1,3,6,2-dioxazaborocane-4,8-dione → C13H14BNO5 (1329422-25-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃;

DOI:10.1039/d1cc06170d

Reference yield:

C13H14BNO4 (1152427-93-4,1313054-20-4) + 3,3-dimethyldioxirane (74087-85-7) → C13H14BNO5 (1329422-25-4)

Guidance literature:

In acetone; at 20 ℃;

DOI:10.1021/acs.orglett.5b02861

Reference yield:

phenylacetylene (536-74-3) → C13H14BNO5 (1329422-25-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 24 h / 65 °C

2: N,N-dimethyl-formamide / 24 h / 80 °C

3: acetone / 20 °C

In N,N-dimethyl-formamide; acetone;

DOI:10.1021/acs.orglett.5b02861

upstream raw materials:

PhCHCHBCat

C₁₃H₁₄BNO₄

3,3-dimethyldioxirane

phenylacetylene

Refernces

• 1、 St. Denis, Jeffrey D.,Lee, C. Frank,Yudin, Andrei K.. "Access to Cyclic Amino Boronates via Rhodium-Catalyzed Functionalization of Alkyl MIDA Boronates". . p. 5764 - 5767. Retrieved 2015/12/11.