Benzoic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, methyl ester

Base Information

• Chemical Name: Benzoic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, methyl ester
• CAS No.: 120687-94-7
• Molecular Formula: C14H22O3Si
• Molecular Weight: 266.412
• DSSTox Substance ID: DTXSID40471078
• Nikkaji Number: J1.722.290B
• Mol file: 120687-94-7.mol

Synonyms:120687-94-7;Benzoic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, methyl ester;METHYL 3-[(TERT-BUTYLDIMETHYLSILYL)OXY]BENZOATE;Methyl 3-((tert-butyldimethylsilyl)oxy)benzoate;methyl 3-[tert-butyl(dimethyl)silyl]oxybenzoate;SCHEMBL4346540;DTXSID40471078;methyl 3-tert-butyldimethylsiloxybenzoate;BS-25661;methyl 3-tert-butyldimethylsilyloxybenzoate;Methyl 3-hydroxybenzoate, TBDMS derivative;FT-0714577;F78628;Methyl3-((tert-butyldimethylsilyl)oxy)benzoate;3-t-butyldimethylsilyloxybenzoic acid methyl ester;Benzoic acid, 3-(tert.-butyldimethylsilyloxy)-, methyl ester

Chemical Property of Benzoic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, methyl ester

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 266.13382109
• Heavy Atom Count: 18
• Complexity: 294

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OC1=CC=CC(=C1)C(=O)OC

Technology Process of Benzoic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, methyl ester

There total 16 articles about Benzoic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, 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: 99.0%

methyl 3-hydroxybenzoate (19438-10-9) + tert-butyldimethylsilyl chloride (18162-48-6) → 3-t-butyldimethylsilyloxybenzoic acid methyl ester (120687-94-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 23 ℃; for 6h;

DOI:10.1021/ja056206n

Reference yield: 98.0%

tert-butyldimethylsilyl chloride (18162-48-6) → 3-t-butyldimethylsilyloxybenzoic acid methyl ester (120687-94-7)

Guidance literature:

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

Reference yield:

C24H38O2Si → (1R)-fenchone (7787-20-4,126-21-6) + 3-t-butyldimethylsilyloxybenzoic acid methyl ester (120687-94-7)

Guidance literature:

Multi-step reaction with 2 steps

1: perdeuteriopyridine; oxygen; 5,15,10,20-tetraphenylporphyrin / chloroform-d1 / 2 h / -20 °C / Irradiation

2: 1'-naphthacetophenone / 200 °C / Heating

With perdeuteriopyridine; oxygen; 5,15,10,20-tetraphenylporphyrin; In 1'-naphthacetophenone; chloroform-d1;

DOI:10.1016/j.jphotochem.2010.12.001

upstream raw materials:

(1R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylic acid methyl ester

(1S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylic acid methyl ester

3-[3-(t-butyldimethylsiloxy)phenyl]-4,4-diisopropyl-3-methoxy-1,2-dioxetane

4-(3-tert-butyldimethylsilyloxyphenyl)-4-methoxyspiro<1,2-dioxetane-3,2'-adamantane>

Downstream raw materials:

1-<3-<(1,1-dimethylethyl)dimethylsiloxy>phenyl>-2-(4,5-diphenyl-2-oxazolyl)ethanone

2-[3-(t-butyldimethylsiloxy)phenyl]-1,1-diisopropyl-2-methoxyethene

{3-[methoxy(tricyclo[3.3.1.13,7]dec-2-ylidene)methyl]phenoxy}(dimethyl)(2-methyl-2-propanyl)silane

adamantylidene-adamantane