ChemicalBook > CAS DataBase List > tert-Butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylate

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

Product Name: tert-Butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylate
CAS No.: 156496-89-8
Chemical Name: tert-Butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylate
Synonyms: SKL017;1-Boc-1,6-dihydropyridin-3(2H)-one;tert-Butyl 3-oxo-2,6-dihydropyridine-1-carboxylate;tert-Butyl 5-oxo-5,6-dihydropyridin-1(2H)-carboxylate;tert-Butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylate;tert-butyl 3-oxo-3,6-dihydro-2H-pyridine-1-carboxylate;tert-Butyl 3-oxo-3,6-dihydropyridine-1(2H)-carboxylate;tert-butyl 3-oxo-1,2,3,6-tetrahydropyridine-1-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
CBNumber: CB32642465
Molecular Formula: C10H15NO3
Formula Weight: 197.23
MOL File: 156496-89-8.mol

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

Boiling point:: 299.2±39.0 °C(Predicted)
Density: 1.130±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
pka: -1.95±0.20(Predicted)
Appearance: Light yellow to yellow Solid

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: B690680
Product name: tert-Butyl3-Oxo-3,6-dihydropyridine-1(2H)-carboxylate
Packaging: 50mg
Price: $110
Updated: 2021/12/16

Matrix Scientific

Product number: 123653
Product name: tert-Butyl3-oxo-3,6-dihydropyridine-1(2H)-carboxylate
Purity: 95+%
Packaging: 1g
Price: $1386
Updated: 2021/12/16

AK Scientific

Product number: 4355BB
Product name: Tert-Butyl5-oxo-5,6-dihydropyridine-1(2H)-carboxylate
Packaging: 1g
Price: $1921
Updated: 2021/12/16

Alichem

Product number: 156496898
Product name: tert-Butyl5-oxo-5,6-dihydropyridine-1(2H)-carboxylate
Packaging: 25g
Price: $10934.4
Updated: 2021/12/16

Chemenu

Product number: CM170377
Product name: tert-Butyl3-oxo-3,6-dihydropyridine-1(2H)-carboxylate
Purity: 95%
Packaging: 1g
Price: $636
Updated: 2021/12/16

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tert-Butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylate Chemical Properties,Usage,Production

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.

Synthesis

224779-27-5

156496-89-8

(Step 8) tert-butyl 5-hydroxy-5,6-dihydropyridine-1(2H)-carboxylate (350 mg, 1.76 mmol) was dissolved in dichloromethane (12 mL) and Dess-Martin oxidizer (1.5 g, 3.52 mmol) was added. The reaction mixture was stirred at room temperature for 2 hours and then filtered. The filtrate was washed with saturated aqueous sodium carbonate (50 mL) and subsequently concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate, 2:1, v/v) to afford the target compound tert-butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylate as a colorless oil (340 mg, 98% yield).LC-MS (ESI, cationic mode) m/z: 142 [(M+H)+ - C4H8], 220 [M+ Na]+; 1H NMR (400 MHz, CDCl3) δ (ppm): 1.48 (s, 9H), 4.11 (s, 2H), 4.24 (s, 2H), 6.16-6.20 (m, 1H), 7.04 (s, 1H).

References

[1] Patent: WO2013/138210, 2013, A1. Location in patent: Paragraph 0248
[2] Patent: WO2017/181117, 2017, A1. Location in patent: Page/Page column 240
[3] Patent: US2011/53925, 2011, A1. Location in patent: Page/Page column 23
[4] Patent: WO2012/25155, 2012, A1. Location in patent: Page/Page column 41
[5] Synlett, 2007, # 5, p. 741 - 744

tert-Butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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156496-89-8, tert-Butyl 5-oxo-5,6-dihydropyridine-1(2H)-carboxylateRelated Search:

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156496-89-8