3-Bromo-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)pyridine

Base Information

• Chemical Name: 3-Bromo-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)pyridine
• CAS No.: 153607-77-3
• Molecular Formula: C22H24BrNOSi
• Molecular Weight: 426.428
• DSSTox Substance ID: DTXSID70570942
• Wikidata: Q82458518
• Mol file: 153607-77-3.mol

Synonyms:153607-77-3;SCHEMBL3932476;DTXSID70570942;JYCASTDJZWLSKB-UHFFFAOYSA-N;3-bromo-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)pyridine;5-Bromo-O-tert-butyldiphenylsilylpyridin-3-ylmethanol

Chemical Property of 3-Bromo-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)pyridine

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 425.08105
• Heavy Atom Count: 26
• Complexity: 408

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C1=CC=CC=C1)(C2=CC=CC=C2)OCC3=CC(=CN=C3)Br

Technology Process of 3-Bromo-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)pyridine

There total 3 articles about 3-Bromo-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)pyridine 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%

(5-bromopyridin-3-yl)methanol (37669-64-0) + tert-butylchlorodiphenylsilane (58479-61-1) → 3-Bromo-5-(tert-butyl-diphenyl-silanyloxymethyl)-pyridine (153607-77-3)

Guidance literature:

With 1H-imidazole; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1021/jm970046b

Reference yield:

(5-bromopyridin-3-yl)methanol (37669-64-0) + tert-butylchlorodiphenylsilane (58479-61-1) → 3-Bromo-5-(tert-butyl-diphenyl-silanyloxymethyl)-pyridine (153607-77-3)

Guidance literature:

In hexane; dichloromethane; ethyl acetate;

Reference yield:

5-bromo-3-pyridine carboxylic acid methyl ester (29681-44-5) → 3-Bromo-5-(tert-butyl-diphenyl-silanyloxymethyl)-pyridine (153607-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1: LAH / tetrahydrofuran / 1 h / Ambient temperature

2: 100 percent / imidazole / CH₂Cl₂ / 1 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm970046b

upstream raw materials:

(5-bromopyridin-3-yl)methanol

tert-butylchlorodiphenylsilane

5-bromo-3-pyridine carboxylic acid methyl ester

Downstream raw materials:

5-(tert-Butyl-diphenyl-silanyloxymethyl)-nicotinic acid

3-{[(tert-butyldiphenylsilyl)oxy]methyl}-5-[4-(4-hydroxytetrahydropyranyl)]pyridine

5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethylsulfanylmethyl]-N,N-dimethyl-thionicotinamide

5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethylsulfanylmethyl]-N,N-dimethyl-nicotinamide