Benzeneacetic acid, a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, methyl ester

Base Information

• Chemical Name: Benzeneacetic acid, a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, methyl ester
• CAS No.: 148204-86-8
• Molecular Formula: C15H24O3Si
• Molecular Weight: 280.439
• Mol file: 148204-86-8.mol

Synonyms:methyl 2-(tert-butyldimethylsilyloxy)-2-phenylacetate;(tert-butyl-dimethyl-silanyloxy)-phenyl-acetic acid methyl ester;(R)-(-)-Methyl α-[((1,1-Dimethylethyl)dimethylsilyl)oxy]-benzeneacetate;

Chemical Property of Benzeneacetic acid, a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, methyl ester

Chemical Property:

• Boiling Point: 316.5±30.0 °C(Predicted)
• PSA: 35.53000
• Density: 0.986±0.06 g/cm3(Predicted)
• LogP: 3.92250

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzeneacetic acid, a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, methyl ester

There total 5 articles about Benzeneacetic acid, a-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, methyl 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: 98.0%

(RS)-methyl mandelate (4358-87-6) + tert-butyldimethylsilyl chloride (18162-48-6) → (tert-butyldimethylsilanyloxy)phenylacetic acid methyl ester (148204-86-8)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2008.03.099

Reference yield: 92.0%

methanol (67-56-1) + 1-(t-butyldimethylsilyl)-2-phenylethane-1,2-dione → (tert-butyldimethylsilanyloxy)phenylacetic acid methyl ester (148204-86-8)

Guidance literature:

In acetonitrile; at 20 ℃; Schlenk technique; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1002/anie.202102451

Reference yield:

MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2) → (tert-butyldimethylsilanyloxy)phenylacetic acid methyl ester (148204-86-8)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 1 h / 0 - 20 °C / Inert atmosphere

2: 1H-imidazole / tetrahydrofuran / 8 h / 0 - 20 °C

With 1H-imidazole; thionyl chloride; In tetrahydrofuran;

DOI:10.1021/ol1024053

upstream raw materials:

(RS)-methyl mandelate

tert-butyldimethylsilyl chloride

(Z)-β(tert.-Butyldimethylsilyloxy)-β-methoxystyrol

MANDELIC ACID

Downstream raw materials:

C₂₂H₂₈O₂Si

C₂₂H₂₆O₂Si

1-hydroxy-1,4-diphenylbut-3-yne-2-one

1-hydroxy-1,4-diphenylbut-3-yne-2-one