α-(Trimethylsiloxy)benzeneacetic acid methyl ester

Base Information

• Chemical Name: α-(Trimethylsiloxy)benzeneacetic acid methyl ester
• CAS No.: 29233-93-0
• Molecular Formula: C12H18O3Si
• Molecular Weight: 238.35
• Mol file: 29233-93-0.mol

Synonyms:α-(Trimethylsiloxy)benzeneacetic acid methyl ester

Chemical Property of α-(Trimethylsiloxy)benzeneacetic acid methyl ester

Chemical Property:

• Boiling Point: 273.6±28.0 °C(Predicted)
• PSA: 35.53000
• Density: 1.015±0.06 g/cm3(Predicted)
• LogP: 2.75220

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α-(Trimethylsiloxy)benzeneacetic acid methyl ester

There total 4 articles about α-(Trimethylsiloxy)benzeneacetic 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%

chloro-trimethyl-silane (75-77-4) + (RS)-methyl mandelate (4358-87-6) → methyl 2-phenyl-2-(trimethylsilyloxy)acetate (29233-93-0)

Guidance literature:

With 1H-imidazole; dmap; In diethyl ether; Ambient temperature;

Reference yield:

(1-methoxy-2-phenylvinyloxy)trimethylsilane (40195-27-5) → methyl 2-phenyl-2-(trimethylsilyloxy)acetate (29233-93-0)

Guidance literature:

With sodium hypochlorite; 4-Phenylpyridine 1-oxide; (-)-chloro((1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenolato)manganese(III); phosphat buffer; In dichloromethane; at 5 ℃; for 20h; Yield given; pH 11.3;

DOI:10.1016/0040-4039(96)01441-4

Reference yield:

(RS)-methyl mandelate (4358-87-6) + N,O-bis(trimethylsilyl)trifluoroacetamide (25561-30-2) → methyl 2-phenyl-2-(trimethylsilyloxy)acetate (29233-93-0)

Guidance literature:

With pyridine; chloro-trimethyl-silane; at 70 ℃; for 2h;

DOI:10.1021/ac049919h

upstream raw materials:

chloro-trimethyl-silane

(RS)-methyl mandelate

(1-methoxy-2-phenylvinyloxy)trimethylsilane

N,O-bis(trimethylsilyl)trifluoroacetamide

Downstream raw materials:

cis-4--2,2-dimethyl-5-phenyl-1,3-dioxolan

3-hydroxy-3-phenyl-1,1-bis(p-tolylthio)propan-2-one

3-phenyl-1,1-bis(p-tolylthio)propane-2,3-diol

methyl (±)-2-fluoro-2-phenylacetate

Refernces

• 1、 Adam, Waldemar,Fell, Rainer T.,Mock-Knoblauch, Cordula,Saha-Moeller, Chantu R.. "Synthesis of optically active α-hydroxycarbonyl compounds by (salen)Mn(III)-catalyzed oxidation of silyl enol ethers and silyl ketene acetals". . p. 6531 - 6534. Retrieved 2007/10/03.
• 2、 Matthews, Barry R.,Jackson, W. Roy,Jacobs, Howard A.,Watson, Keith G.. "Synthesis of Aryl Carbohydrate Synthons and 2,3-Dihydroxypropanoic Acid Derivatives of High Optical Purity". . p. 1195 - 1214. Retrieved 2007/10/02.