Methyl 3-(tert-butoxycarbonyl)furan-2-carboxylate
- Product Name
- Methyl 3-(tert-butoxycarbonyl)furan-2-carboxylate
- CAS No.
- 956034-03-0
- Chemical Name
- Methyl 3-(tert-butoxycarbonyl)furan-2-carboxylate
- Synonyms
- Methyl 3-(tert-butoxycarbonyl)furan-2-carboxylate;Methyl 3-((tert-butoxycarbonyl)aMino)furan-2-carboxylate;3-((tert-Butoxycarbonyl)amino)furan-2-carboxylate methyl ester;3-tert-Butoxycarbonylamino-furan-2-carboxylic acid methyl ester;2-Furancarboxylic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl ester
- CBNumber
- CB12589296
- Molecular Formula
- C11H15NO5
- Formula Weight
- 241.24
- MOL File
- 956034-03-0.mol
Methyl 3-(tert-butoxycarbonyl)furan-2-carboxylate Property
- Boiling point:
- 301.0±27.0 °C(Predicted)
- Density
- 1.211±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 12.91±0.70(Predicted)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- CHM0096232
- Product name
- METHYL-3-(TERT-BUTOXYCARBONYLAMINO)FURAN-2-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $495.81
- Updated
- 2021/12/16
- Product number
- A109079
- Product name
- Methyl3-((tert-butoxycarbonyl)amino)furan-2-carboxylate
- Purity
- 95+%
- Packaging
- 100mg
- Price
- $84
- Updated
- 2021/12/16
- Product number
- A109079
- Product name
- Methyl3-((tert-butoxycarbonyl)amino)furan-2-carboxylate
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $128
- Updated
- 2021/12/16
- Product number
- CM130086
- Product name
- methyl3-((tert-butoxycarbonyl)amino)furan-2-carboxylate
- Purity
- 95%
- Packaging
- 1g
- Price
- $337
- Updated
- 2021/12/16
- Product number
- A109079
- Product name
- Methyl3-((tert-butoxycarbonyl)amino)furan-2-carboxylate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $341
- Updated
- 2021/12/16
Methyl 3-(tert-butoxycarbonyl)furan-2-carboxylate Chemical Properties,Usage,Production
Synthesis
56267-48-2
616-38-6
956034-03-0
To a solution of tert-butyl furan-3-ylcarbamate (4.2 g, 22.93 mmol) in anhydrous THF (160 mL) was added N,N,N',N'-tetramethylethylenediamine (4.3 mL, 28.49 mmol), and the resulting orange-colored solution was cooled to -30°C. n-Butyllithium (2.5 M in hexanes, 20.0 mL, 50.0 mmol) was added dropwise, and the resulting suspension was slowly warmed to 0°C within 1 h. The reaction mixture was cooled again to -30°C, followed by addition of dimethyl carbonate (5.75 mL, 68.0 mmol). mmol) and the resulting suspension was slowly warmed to 0°C over 1 h. The reaction mixture was again cooled to -30°C, followed by the addition of dimethyl carbonate (5.75 mL, 68.24 mmol), and then slowly warmed to 0°C over 45 min. Upon completion of the reaction, the reaction was quenched by the addition of a 2 M aqueous solution of HCl and the mixture was extracted with EtOAc. The organic layer was separated, dried over MgSO4 and concentrated in vacuum. The resulting residue was purified by column chromatography to afford methyl 3-((tert-butoxycarbonyl)amino)furan-2-carboxylate as a light yellow solid (4.60 g, 83%).1H NMR (300 MHz, CDCl3): δ 1.54 (s, 9H), 3.92 (s, 3H), 7.22 (bs, 1H), 7.38 (s, 1H), 8.18 (bs. 1H).
References
[1] Patent: WO2008/152394, 2008, A1. Location in patent: Page/Page column 25; 33
[2] Patent: WO2008/70740, 2008, A1. Location in patent: Page/Page column 137
[3] Patent: WO2008/73785, 2008, A2. Location in patent: Page/Page column 163
[4] Journal of Medicinal Chemistry, 2011, vol. 54, # 22, p. 7815 - 7833
[5] Patent: WO2011/79230, 2011, A2. Location in patent: Page/Page column 56
Methyl 3-(tert-butoxycarbonyl)furan-2-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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