3-AMINO-8-BENZYL-8-AZABICYCLO[3.2.1]OCTANE (3-EXO)-
- Product Name
- 3-AMINO-8-BENZYL-8-AZABICYCLO[3.2.1]OCTANE (3-EXO)-
- CAS No.
- 76272-36-1
- Chemical Name
- 3-AMINO-8-BENZYL-8-AZABICYCLO[3.2.1]OCTANE (3-EXO)-
- Synonyms
- 8-benzyl-8-azabicyclo[3.2.1]octan-1-aMine;8-Benzyl-8-azabycyclo (3.2.1)octan-3-amine;Benzyl-8-azabicyclo[3.2.1]octan-3-exo-amine;exo-3-ami-8-benzyl-8-azabicyclo[3.2.1]octane;exo-8-Benzyl-8-azabicyclo[3.2.1]octan-3-aMine;8-Benzyl-8-azabicyclo[3.2.1]octan-3-exo-amine;exo-3-amino-8-benzyl-8-azabicyclo[3.2.1]octane;8-Benzyl-8-azabicyclo[3.2.1]octane-3-exo-amino;(exo-8-Benzyl-8-azabicyclo[3.2.1]oct-3-yl)aMine;(3-Exo)-8-Benzyl-8-aza-bicyclo[3.2.1]oct-3-ylamine
- CBNumber
- CB41504051
- Molecular Formula
- C14H20N2
- Formula Weight
- 216.33
- MOL File
- 76272-36-1.mol
3-AMINO-8-BENZYL-8-AZABICYCLO[3.2.1]OCTANE (3-EXO)- Property
- Boiling point:
- 110-115 °C(Press: 0.05 Torr)
- Density
- 1.082±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 10.23±0.20(Predicted)
- form
- Oil
- color
- Clear Light yellow to Beige
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.
P362Take off contaminated clothing and wash before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- B230760
- Product name
- Benzyl-8-azabicyclo[3.2.1]octan-3-exo-amine
- Packaging
- 500mg
- Price
- $165
- Updated
- 2021/12/16
- Product number
- FB18374
- Product name
- Benzyl-8-azabicyclo[3.2.1]octan-3-exo-amine
- Packaging
- 50mg
- Price
- $254.5
- Updated
- 2021/12/16
- Product number
- 073693
- Product name
- 8-Benzyl-8-azabicyclo[3.2.1]octan-3-exo-amine
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $324
- Updated
- 2021/12/16
- Product number
- FB18374
- Product name
- Benzyl-8-azabicyclo[3.2.1]octan-3-exo-amine
- Packaging
- 100mg
- Price
- $462
- Updated
- 2021/12/16
- Product number
- B731
- Product name
- 8-Benzyl-8-azabicyclo[3.2.1]octane-3-exo-amine
- Packaging
- 5g
- Price
- $525
- Updated
- 2021/12/16
3-AMINO-8-BENZYL-8-AZABICYCLO[3.2.1]OCTANE (3-EXO)- Chemical Properties,Usage,Production
Uses
Intermediate in the preparation of CCR5 receptor antagonists, antibacterial agents and dopamine antagonists
Synthesis
76272-34-9
76272-36-1
General procedure for the synthesis of exo-8-benzyl-8-azabicyclo[3.2.1]octan-3-one oxime from 8-benzyl-8-azabicyclo[3.2.1]octan-3-amine:[105] 8-benzyl-8-azabicyclo[3.2.1]octan-3-one oxime (7.65 g, 33 mmol) was dissolved in 1-pentanol (130 mL) at 120 °C. Sodium metal (7.6 g, 0.33 mol, 10.0 eq.) was added in batches over 2 hours. The mixture was stirred and heated under reflux conditions for 5 hours, then cooled to 5°C. The reaction mixture was slowly acidified with 6 M HCl until the pH reached acidic, and then the aqueous phase was further extracted with 6 M HCl (3 x 100 mL). The aqueous layer was gradually alkalized to pH 10 by addition of 5 M NaOH. the resulting aqueous solution was extracted with EtOAc (3 × 100 mL). The organic extracts were combined, dried with MgSO4, filtered and concentrated in vacuum. The crude product was purified by column chromatography (5-10% MeOH/CH2Cl2) to afford pure exo-8-benzyl-8-azabicyclo[3.2.1]octan-3-amine as a solid (2.60 g, 36%).
References
[1] Journal of Medicinal Chemistry, 2018, vol. 61, # 11, p. 5020 - 5033
[2] Journal of Heterocyclic Chemistry, 1982, vol. 19, # 3, p. 485 - 488
[3] Patent: WO2008/63600, 2008, A2. Location in patent: Page/Page column 11-12; 26
[4] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 2, p. 133 - 137
[5] Medicinal Chemistry Research, 2018, vol. 27, # 8, p. 1906 - 1928
3-AMINO-8-BENZYL-8-AZABICYCLO[3.2.1]OCTANE (3-EXO)- Preparation Products And Raw materials
Raw materials
Preparation Products
3-AMINO-8-BENZYL-8-AZABICYCLO[3.2.1]OCTANE (3-EXO)- Suppliers
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- Canada
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View Lastest Price from 3-AMINO-8-BENZYL-8-AZABICYCLO[3.2.1]OCTANE (3-EXO)- manufacturers
- Product
- 3-AMINO-8-BENZYL-8-AZABICYCLO[3.2.1]OCTANE (3-EXO)- 76272-36-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 20tons
- Release date
- 2023-10-07
- Product
- 8-Benzyl-8-azabicyclo[3.2.1]octane-3-exo-amino 76272-36-1
- Price
- US $1.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000KG
- Release date
- 2019-12-30
- Product
- Benzyl-8-azabicyclo[3.2.1]octan-3-exo-amine 76272-36-1
- Price
- US $1.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%+
- Supply Ability
- 100 tons
- Release date
- 2019-12-26