3-(tert-ButyldiMethylsilyloxy)glutaric Acid

Base Information

• Chemical Name: 3-(tert-ButyldiMethylsilyloxy)glutaric Acid
• CAS No.: 113794-48-2
• Molecular Formula: C11H22O5Si
• Molecular Weight: 262.378
• Hs Code.: 2931900090
• Mol file: 113794-48-2.mol

Synonyms:3-();3-(tert-Butyldimethylsilyloxy)glutaric Acid;

Chemical Property of 3-(tert-ButyldiMethylsilyloxy)glutaric Acid

Chemical Property:

• Boiling Point: 335.4±32.0 °C(Predicted)
• PKA: 3.83±0.10(Predicted)
• PSA: 83.83000
• Density: 1.084±0.06 g/cm3(Predicted)
• LogP: 2.32620

Purity/Quality:

97% ^*data from raw suppliers

3-(tert-Butyldimethylsilyloxy)glutaric acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(tert-ButyldiMethylsilyloxy)glutaric Acid

There total 4 articles about 3-(tert-ButyldiMethylsilyloxy)glutaric Acid 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: 71.0%

diethyl 3-hydroxyglutarate (32328-03-3) + tert-butyldimethylsilyl chloride (18162-48-6) → 3-(tert-Butyl-dimethyl-silanyloxy)-pentanedioic acid (113794-48-2)

Guidance literature:

tert-butyldimethylsilyl chloride; With 1H-imidazole; In dichloromethane; at 20 - 30 ℃; for 1 - 2h;

diethyl 3-hydroxyglutarate; In dichloromethane; at 20 - 30 ℃; for 4 - 6h;

With hydrogenchloride; sodium hydroxide; water; more than 3 stages;

Reference yield:

3-[[(1,1-Dimethylethyl)dimethylsilyl]-oxy]pentanedioic acid,diethyl ester (91424-39-4) → 3-(tert-Butyl-dimethyl-silanyloxy)-pentanedioic acid (113794-48-2)

Guidance literature:

With sodium hydroxide; In methanol; for 11.5h; Ambient temperature;

DOI:10.1021/jm00393a030

Reference yield:

diethyl 3-hydroxyglutarate (32328-03-3) → 3-(tert-Butyl-dimethyl-silanyloxy)-pentanedioic acid (113794-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / imidazole / CH₂Cl₂ / 6 h / Ambient temperature

2: NaOH / methanol / 11.5 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; In methanol; dichloromethane;

DOI:10.1021/jm00393a030

upstream raw materials:

3-[[(1,1-Dimethylethyl)dimethylsilyl]-oxy]pentanedioic acid,diethyl ester

diethyl 3-hydroxyglutarate

tert-butyldimethylsilyl chloride

Downstream raw materials:

(R)-monobenzyl 3-(tert-butyldimethylsilyloxy)glutarate

(S)-3-(tert-butyldimethylsilyloxy)-5-ethoxy-5-oxopentanoic acid

(S)-3-(tert-Butyl-dimethyl-silanyloxy)-pentanedioic acid mono-((S)-1-phenyl-ethyl) ester

(S)-3-(tert-Butyl-dimethyl-silanyloxy)-pentanedioic acid mono-((R)-1-phenyl-ethyl) ester

Refernces

• 1、 -. "A PROCESS FOR PREPARING INTERMEDIATES OF HMG-COA REDUCTASE INHIBITORS". Page/Page column 30. . Retrieved 2008/12/08.