4-(Trimethylsilyloxy)pyridine

Base Information

• Chemical Name: 4-(Trimethylsilyloxy)pyridine
• CAS No.: 27248-04-0
• Molecular Formula: C8H13NOSi
• Molecular Weight: 167.283
• DSSTox Substance ID: DTXSID30523717
• Nikkaji Number: J991.997J
• Wikidata: Q82390012
• Mol file: 27248-04-0.mol

Synonyms:4-trimethylsilyloxypyridine;27248-04-0;4-Pyridinol, TMS derivative;4-(trimethylsilyloxy)pyridine;4-[(trimethylsilyl)oxy]Pyridine;trimethyl(pyridin-4-yloxy)silane;SCHEMBL8446487;DTXSID30523717;4-Hydroxypyridine, trimethylsilyl ether

Chemical Property of 4-(Trimethylsilyloxy)pyridine

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 167.076640573
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-(Trimethylsilyloxy)pyridine

There total 3 articles about 4-(Trimethylsilyloxy)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: 41.0%

4-pyridone (108-96-3,26266-70-6) + chloro-trimethyl-silane (75-77-4) → 4-((trimethylsilyl)oxy)pyridine (27248-04-0) + 4-(Trimethylsiloxy)-3-(trimethylsilyl)pyridin (134391-72-3)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; -65 deg C to r.t. over 16 h;

Reference yield:

chloro-trimethyl-silane (75-77-4) + tert-butyl 4-oxopyridine-1-carboxylate (332940-69-9) → 4-((trimethylsilyl)oxy)pyridine (27248-04-0) + tertiary butyl chloride (507-20-0) + isobutene (115-11-7,15220-85-6)

Guidance literature:

at 20 ℃; for 18h; Time; Inert atmosphere;

DOI:10.1021/jo400936z

Reference yield:

methylsilyl trifluoromethanesulfonate (131061-36-4) + tert-butyl 4-oxopyridine-1-carboxylate (332940-69-9) → 4-((trimethylsilyl)oxy)pyridine (27248-04-0) + tert-butyl triflate (82951-44-8) + isobutene (115-11-7,15220-85-6)

Guidance literature:

at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jo400936z

upstream raw materials:

4-pyridone

chloro-trimethyl-silane

tert-butyl 4-oxopyridine-1-carboxylate

methylsilyl trifluoromethanesulfonate

Downstream raw materials:

(6R)-7t-((R)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-8-oxo-3-(4-oxo-4H-pyridin-1-ylmethyl)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid benzhydryl ester

1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-4(1H)-pyridinone

4-pyrrolidin-1-ylpyridine

p-Methoxybenzyl 7-<(Z)-2-(2-tritylaminothiazol-4-yl)-2-(1-diphenylmethoxycarbonyl-1-methyl)ethoxyiminoacetamido>-3-(4-pyridon-1-yl)methyl-3-cephem-4-carboxylate