benzyl 5-oxo-2aza-bicyclo[2.2.1]heptance-2-carboxylate
- Product Name
- benzyl 5-oxo-2aza-bicyclo[2.2.1]heptance-2-carboxylate
- CAS No.
- 140927-13-5
- Chemical Name
- benzyl 5-oxo-2aza-bicyclo[2.2.1]heptance-2-carboxylate
- Synonyms
- 2-Cbz-2-azabicyclo[2.2.1]heptan-5-one;Benzyl 5-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylate;benzyl 5-oxo-2aza-bicyclo[2.2.1]heptance-2-carboxylate;Phenylmethyl 5-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylate;(1R,4R)-benzyl 5-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylate;5-Oxo-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid benzyl ester;5-Oxo-2-azabicyclo[2.2.1]heptane-2-carboxylic Acid Phenylmethyl Ester;2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-oxo-, phenylMethyl ester
- CBNumber
- CB22079639
- Molecular Formula
- C14H15NO3
- Formula Weight
- 245.27
- MOL File
- 140927-13-5.mol
benzyl 5-oxo-2aza-bicyclo[2.2.1]heptance-2-carboxylate Property
- Boiling point:
- 402.5±45.0 °C(Predicted)
- Density
- 1.283±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- -1.07±0.20(Predicted)
- Appearance
- Off-white to light yellow Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 161977
- Product name
- 5-Oxo-2-azabicyclo[2.2.1]heptane-2-carboxylic Acid Phenylmethyl Ester
- Packaging
- 250mg
- Price
- $460
- Updated
- 2021/12/16
- Product number
- O847370
- Product name
- 5-Oxo-2-azabicyclo[2.2.1]heptane-2-carboxylicAcidPhenylmethylEster
- Packaging
- 2.5g
- Price
- $1320
- Updated
- 2021/12/16
- Product number
- CHM0077735
- Product name
- BENZYL 5-OXO-2AZA-BICYCLO[2.2.1]HEPTANCE-2-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 10G
- Price
- $1334.03
- Updated
- 2021/12/16
- Product number
- 174227
- Product name
- Benzyl 5-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylate
- Packaging
- 5g
- Price
- $2250
- Updated
- 2021/12/16
- Product number
- X6684
- Product name
- Benzyl5-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylate
- Packaging
- 5g
- Price
- $1292
- Updated
- 2021/12/16
benzyl 5-oxo-2aza-bicyclo[2.2.1]heptance-2-carboxylate Chemical Properties,Usage,Production
Uses
5-Oxo-2-azabicyclo[2.2.1]heptane-2-carboxylic Acid Phenylmethyl Ester is an intermediate in the synthesis of potent agonists of nicotinic acetylcholine receptors.
Synthesis
1217190-38-9
140927-13-5
Benzyl 5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate (Intermediate I-41, 9.7 g, 39 mmol, 1.0 eq.) was used as a starting material, which was dissolved in acetone (400 mL) and the solution was cooled to 0°C. Jones reagent (18 mL, 47 mmol, 1.2 equiv) [which was prepared from chromium trioxide (26.7 g), concentrated sulfuric acid (27.3 mL) and water (80 mL)] was added slowly and dropwise with stirring. The reaction mixture was stirred continuously for 3 hours at 0°C. Upon completion of the reaction, the excess chromic acid was quenched by dropwise addition of isopropanol (propan-2-ol). Subsequently, the reaction solution was alkalized with 3.0 M aqueous sodium hydroxide and the solvent was removed by rotary evaporation. The residue was dissolved in water and the crude product was extracted with dichloromethane. The organic layers were combined and dried with anhydrous magnesium sulfate (MgSO4), and after filtration to remove the desiccant, the filtrate was concentrated under reduced pressure to obtain the crude product. Finally, the crude product was purified by silica gel column chromatography to afford the target compound benzyl 5-oxo-2-azabicyclo[2,2,1]heptane-2-carboxylate (Intermediate I-42, 7.6 g, 80% yield). Mass spectrometric (ESI) analysis showed m/z 246 (M + H+).
References
[1] Patent: US2011/65694, 2011, A1. Location in patent: Page/Page column 66
benzyl 5-oxo-2aza-bicyclo[2.2.1]heptance-2-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from benzyl 5-oxo-2aza-bicyclo[2.2.1]heptance-2-carboxylate manufacturers
- Product
- benzyl 5-oxo-2aza-bicyclo[2.2.1]heptance-2-carboxylate 140927-13-5
- Price
- US $3.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2020-03-13