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
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
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.
N-Bromosuccinimide Price
- Product number
- B690680
- Product name
- tert-Butyl3-Oxo-3,6-dihydropyridine-1(2H)-carboxylate
- Packaging
- 50mg
- Price
- $110
- Updated
- 2021/12/16
- Product number
- 123653
- Product name
- tert-Butyl3-oxo-3,6-dihydropyridine-1(2H)-carboxylate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $1386
- Updated
- 2021/12/16
- Product number
- 4355BB
- Product name
- Tert-Butyl5-oxo-5,6-dihydropyridine-1(2H)-carboxylate
- Packaging
- 1g
- Price
- $1921
- Updated
- 2021/12/16
- Product number
- 156496898
- Product name
- tert-Butyl5-oxo-5,6-dihydropyridine-1(2H)-carboxylate
- Packaging
- 25g
- Price
- $10934.4
- Updated
- 2021/12/16
- Product number
- CM170377
- Product name
- tert-Butyl3-oxo-3,6-dihydropyridine-1(2H)-carboxylate
- Purity
- 95%
- Packaging
- 1g
- Price
- $636
- Updated
- 2021/12/16
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
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