tert-Butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylate

Base Information

• Chemical Name: tert-Butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylate
• CAS No.: 156496-89-8
• Molecular Formula: C10H15NO3
• Molecular Weight: 197.234
• European Community (EC) Number: 829-448-2
• DSSTox Substance ID: DTXSID50453426
• Wikidata: Q82274570
• Mol file: 156496-89-8.mol

Synonyms:156496-89-8;tert-Butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylate;Tert-butyl 3-oxo-2,6-dihydropyridine-1-carboxylate;tert-Butyl 3-oxo-3,6-dihydropyridine-1(2H)-carboxylate;tert-butyl 3-oxo-1,2,3,6-tetrahydropyridine-1-carboxylate;1(2H)-Pyridinecarboxylic acid, 3,6-dihydro-3-oxo-, 1,1-diMethylethyl ester;SCHEMBL993758;DTXSID50453426;LAOFVVUJCGMSJG-UHFFFAOYSA-N;MFCD22394907;SB12037;AS-51636;1-Boc-3-Oxo-1,2,3,6-tetrahydropyridine;CS-0006476;EN300-323267;P13152;A856285;tert-Butyl5-oxo-5,6-dihydropyridine-1(2H)-carboxylate;3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester;1(2H)-Pyridinecarboxylic acid,3,6-dihydro-3-oxo-,1,1-dimethylethyl ester

Chemical Property of tert-Butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylate

Chemical Property:

• Boiling Point: 299.2±39.0 °C(Predicted)
• PKA: -1.95±0.20(Predicted)
• PSA: 46.61000
• Density: 1.130±0.06 g/cm3(Predicted)
• LogP: 1.30030
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 197.10519334
• Heavy Atom Count: 14
• Complexity: 276

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl3-Oxo-3,6-dihydropyridine-1(2H)-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC=CC(=O)C1
• Uses: tert-Butyl 3-Oxo-3,6-dihydropyridine-1(2H)-carboxylate acts as a reagent for the preparation of ω-alkoxy enones and α-amino enones from unsaturated alcoholss or unsaturatedd amines via intermediate phosphoranes and subsequent ring-closing metathesis.

Technology Process of tert-Butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylate

There total 18 articles about tert-Butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylate 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%

tert-butyl 3-hydroxy-1,2,3,6-tetrahydropyridine-N-carboxylate (224779-27-5) → tert-butyl 3-oxo-3,6-dihydropyridine-1 (2H)-carboxylate (156496-89-8)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; for 3h;

Reference yield: 80.0%

tert-butyl allyl(2-oxobut-3-en-1-yl)carbamate → tert-butyl 3-oxo-3,6-dihydropyridine-1 (2H)-carboxylate (156496-89-8)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 40 ℃; for 12h;

DOI:10.1016/j.tet.2007.03.066

Reference yield: 37.0%

(Z)-tert-butyl (5-diazo-4-oxopent-2-en-1-yl)carbamate → tert-butyl 3-oxo-3,6-dihydropyridine-1 (2H)-carboxylate (156496-89-8)

Guidance literature:

With copper(II) acetylacetonate; In benzene; for 0.0166667h; Reflux;

DOI:10.1021/jo401191s

upstream raw materials:

tert-butyl 3-hydroxy-1,2,3,6-tetrahydropyridine-N-carboxylate

N-allyl-N-(2-hydroxy-3-butenyl)amine

N-allyl-N-(2-hydroxy-but-3-enyl)-carbamic acid tert-butyl ester

di-tert-butyl oxalate

Downstream raw materials:

3-(2,6-Dichloro-phenyl)-4-oxo-4,5,7,7a-tetrahydro-3aH-isoxazolo[5,4-c]pyridine-6-carboxylic acid tert-butyl ester

(3-carboxymethylene-5-mercaptopiperidin-1-yl)-(2-chlorophenyl)acetic acid methyl ester hydrochloride

3-tert-butoxycarbonylmethylene-5-(mercaptopiperidin-1-yl)-(2-chlorophenyl)acetic acid methyl ester

(2-chlorophenyl)-(3-mercapto-5-oxopiperidin-1-yl)acetic acid methyl ester