Ethyl 2-(tert-butyldimethylsilyloxy)acetate

Base Information

• Chemical Name: Ethyl 2-(tert-butyldimethylsilyloxy)acetate
• CAS No.: 67226-78-2
• Molecular Formula: C10H22O3Si
• Molecular Weight: 218.368
• DSSTox Substance ID: DTXSID20457971
• Nikkaji Number: J1.827.213J
• Wikidata: Q82281075
• Mol file: 67226-78-2.mol

Synonyms:67226-78-2;ethyl 2-(tert-butyldimethylsilyloxy)acetate;ETHYL [(TERT-BUTYLDIMETHYLSILYL)OXY]ACETATE;ethyl 2-((tert-butyldimethylsilyl)oxy)acetate;ethyl 2-[tert-butyl(dimethyl)silyl]oxyacetate;ETHYL 2-[(TERT-BUTYLDIMETHYLSILYL)OXY]ACETATE;Acetic acid, [[(1,1-dimethylethyl)dimethylsilyl]oxy]-, ethyl ester;2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]acetic Acid Ethyl Ester;SCHEMBL6220404;DTXSID20457971;Ethyl glycolate, TBDMS derivative;ethyl t-butyldimethylsilyloxyacetate;MFCD09835572;AKOS028112102;AB10111;Ethyl {[tert-butyl(dimethyl)silyl]oxy};Ethyl 2-(t-butyldimethylsilyloxy)acetate;Ethyl[(tert-butyldimethylsilyl)oxy]acetate;CS-0119884;FT-0668183;Ethyl {[tert-butyl(dimethyl)silyl]oxy}acetate;(tert-Butyldimethylsiloxy)acetic acid ethyl ester;EN300-8660142

Chemical Property of Ethyl 2-(tert-butyldimethylsilyloxy)acetate

Chemical Property:

• Vapor Pressure: 0.145mmHg at 25°C
• Boiling Point: 215.8oC at 760 mmHg
• Flash Point: 70.2oC
• PSA: 35.53000
• Density: 0.912g/cm3
• LogP: 2.57130
• Storage Temp.: Refrigerator
• Solubility.: Acetone, Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 218.13382109
• Heavy Atom Count: 14
• Complexity: 194

Purity/Quality:

99.99% ^*data from raw suppliers

Ethyl[(tert-Butyldimethylsilyl)oxy]acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CO[Si](C)(C)C(C)(C)C
• Uses: Ethyl [(tert-Butyldimethylsilyl)oxy]acetate (cas# 67226-78-2) is a compound useful in organic synthesis.

Technology Process of Ethyl 2-(tert-butyldimethylsilyloxy)acetate

There total 3 articles about Ethyl 2-(tert-butyldimethylsilyloxy)acetate 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%

ethyl 2-hydroxyacetate (623-50-7) + tert-butyldimethylsilyl chloride (18162-48-6) → ethyl 2-(tert-butyldimethylsilyloxy)acetate (67226-78-2)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

DOI:10.1246/bcsj.67.1708

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → ethyl 2-(tert-butyldimethylsilyloxy)acetate (67226-78-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / dimethylformamide

2: (i) (COCl)2, DMF, CH₂Cl₂, (ii) /BRN= 1718733/, Py

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1021/jo00414a041

Reference yield:

ethanol (64-17-5) + (tert-butyldimethylsiloxy) acetic acid tert-butyldimethylsilyl ester (67226-76-0) → ethyl 2-(tert-butyldimethylsilyloxy)acetate (67226-78-2)

Guidance literature:

Multistep reaction; (i) (COCl)2, DMF, CH₂Cl₂, (ii) /BRN= 1718733/, Py;

DOI:10.1021/jo00414a041

upstream raw materials:

ethanol

(tert-butyldimethylsiloxy) acetic acid tert-butyldimethylsilyl ester

ethyl 2-hydroxyacetate

tert-butyldimethylsilyl chloride

Downstream raw materials:

(5-amino-1-phenyl-1H-pyrazol-3-yl)methanol

(R)-2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethyl methanesulfonate

(R)-2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethanol

2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethanone

Refernces

• 1、 -. "1,2,3-BENZOTRIAZOLE DERIVATIVES AS ROR GAMMA T MODULATORS". Page/Page column 56-57. . Retrieved 2018/03/25.
• 2、 -. "PYRIDO[1,2-a]PYRIMIDONE DERIVATIVES AS A mTOR/PI3K SUPPRESSOR". Paragraph 0091; 0092. . Retrieved 2016/10/08.