4-tert-ButyldiMethylsilyloxybenzeneacetic Acid Methyl Ester

Base Information

• Chemical Name: 4-tert-ButyldiMethylsilyloxybenzeneacetic Acid Methyl Ester
• CAS No.: 105460-59-1
• Molecular Formula: C15H24O3Si
• Molecular Weight: 280.439
• Mol file: 105460-59-1.mol

Synonyms:4-tert-ButyldiMethylsilyloxybenzeneacetic Acid Methyl Ester;Methyl 4-tert-butyldimethylsilyloxyphenylacetate

Chemical Property of 4-tert-ButyldiMethylsilyloxybenzeneacetic Acid Methyl Ester

Chemical Property:

• PSA: 35.53000
• LogP: 3.78610
• Storage Temp.: Refrigerator
• Solubility.: Acetone, Alcohols, Chloroform, Dichloromethane

Purity/Quality:

4-tert-ButyldimethylsilyloxybenzeneaceticAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Protected 4-Hydroxyphenylacetic Acid (H949060), a compound present in olive oil. An important fine chemical intermediate with broad prospects for application development.

Technology Process of 4-tert-ButyldiMethylsilyloxybenzeneacetic Acid Methyl Ester

There total 3 articles about 4-tert-ButyldiMethylsilyloxybenzeneacetic Acid 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: 100.0%

Methyl 4-hydroxyphenylacetate (14199-15-6) + tert-butyldimethylsilyl chloride (18162-48-6) → methyl 2-{4-[(tert-butyldimethylsilyl)oxy]phenyl}acetate (105460-59-1)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1016/j.bmcl.2007.10.058

Reference yield: 100.0%

Methyl 4-hydroxyphenylacetate (14199-15-6) + t-butyldimethylsiyl triflate (69739-34-0) → methyl 2-{4-[(tert-butyldimethylsilyl)oxy]phenyl}acetate (105460-59-1)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 3h; Inert atmosphere;

DOI:10.1002/cjoc.201400160

Reference yield:

1H-imidazole (288-32-4) + Methyl 4-hydroxyphenylacetate (14199-15-6) + tert-butyldimethylsilyl chloride (18162-48-6) → methyl 2-{4-[(tert-butyldimethylsilyl)oxy]phenyl}acetate (105460-59-1)

Guidance literature:

In N,N-dimethyl-formamide;

upstream raw materials:

Methyl 4-hydroxyphenylacetate

tert-butyldimethylsilyl chloride

1H-imidazole

t-butyldimethylsiyl triflate

Downstream raw materials:

Methyl 4-hydroxyphenylacetate

(±)-bakuchiol

p-hydroxyphenethyl alcohol

Refernces

• 1、 Singh, Ravi P.,Das, Jayanta,Yousufuddin, Muhammed,Gout, Delphine,Lovely, Carl J.. "Tandem Oxidative Dearomatizing Spirocyclizations of Propargyl Guanidines and Ureas". supporting information. p. 4110 - 4113. Retrieved 2017/08/15.
• 2、 Huang, Meng-Yuan,Chen, Long,Li, Ruoxi,Ji, Xueshun,Hong, Ran. "Synthesis of (±)-Bakuchiol via a pot-economy approach". . p. 715 - 720. Retrieved 2014/11/08.