Methyl (t-butyldimethylsilyloxy)acetate

Base Information

• Chemical Name: Methyl (t-butyldimethylsilyloxy)acetate
• CAS No.: 146351-72-6
• Molecular Formula: C9H20O3Si
• Molecular Weight: 204.341
• European Community (EC) Number: 855-709-5
• DSSTox Substance ID: DTXSID40457594
• Nikkaji Number: J558.405A
• Wikidata: Q82280489
• Mol file: 146351-72-6.mol

Synonyms:146351-72-6;methyl (t-butyldimethylsilyloxy)acetate;methyl 2-[tert-butyl(dimethyl)silyl]oxyacetate;methyl 2-[(tert-butyldimethylsilyl)oxy]acetate;2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]acetic Acid Methyl Ester;Methyl 2-(tert-butyldimethylsilyloxy)acetate;Methyl 2-((tert-butyldimethylsilyl)oxy)acetate;SCHEMBL5529022;DTXSID40457594;Methyl glycolate, TBDMS derivative;MFCD20483382;PS-17826;CS-0435049;D84584;EN300-195346;(tert-Butyldimethylsiloxy)acetic acid methyl ester;(tert-Butyl-dimethyl-silanyloxy)-acetic acid methyl ester

Chemical Property of Methyl (t-butyldimethylsilyloxy)acetate

Chemical Property:

• Boiling Point: 39-42 °C(Press: 1 Torr)
• PSA: 35.53000
• Density: 0.917±0.06 g/cm3(Predicted)
• LogP: 2.18120
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 204.11817103
• Heavy Atom Count: 13
• Complexity: 182

Purity/Quality:

99%, ^*data from raw suppliers

2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]aceticAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OCC(=O)OC
• Uses: 2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]acetic Acid Methyl Ester is used in the synthesis of Teucrolivin A. Also used in the synthesis of thioacetates and silyl amines as precursors to antibiotics

Technology Process of Methyl (t-butyldimethylsilyloxy)acetate

There total 3 articles about Methyl (t-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%

glycolic acid methyl ester (96-35-5) + tert-butyldimethylsilyl chloride (18162-48-6) → [(1,1-dimethylethyl)(dimethyl)silyloxy]acetic acid methyl ester (146351-72-6)

Guidance literature:

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

Reference yield: 100.0%

1H-imidazole (288-32-4) + glycolic acid methyl ester (96-35-5) → [(1,1-dimethylethyl)(dimethyl)silyloxy]acetic acid methyl ester (146351-72-6)

Guidance literature:

In dimethylformamide [DMF]; water;

Reference yield: 100.0%

→ [(1,1-dimethylethyl)(dimethyl)silyloxy]acetic acid methyl ester (146351-72-6)

Guidance literature:

upstream raw materials:

glycolic acid methyl ester

tert-butyldimethylsilyl chloride

1H-imidazole

Downstream raw materials:

(tert-Butyl-dimethyl-silanyloxy)-thioacetic acid S-phenyl ester

methyl (2S,3R)-2-(tert-butyldimethylsilyloxy)-3-(N-p-methoxyphenylamino)-3-[(S_S)-3-(p-tolylsulfinyl)-2-furyl]propanoate

methyl (2R,3R)-2-(tert-butyldimethylsilyloxy)-3-(N-p-methoxyphenylamino)-3-[(S_S)-3-(p-tolylsulfinyl)-2-furyl]propanoate

1-(tert-butyldimethylsilanyloxy)-3-(triphenylphosphanylidene)propan-2-one

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