Tert-Butyl2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate
- Product Name
- Tert-Butyl2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate
- CAS No.
- 188345-71-3
- Chemical Name
- Tert-Butyl2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate
- Synonyms
- 2-Boc-2-azabicyclo[2.2.1]hept-5-ene;N-Boc-2-azabicyclo[2.2.1]hept-5-ene;tert-butyl 3-oxo-2-aza-bicyclo[2.2.1];2-Boc-2-azabicyclo[2.2.1]hept-5-ene,98%;2-Boc-2-Azabicyclo[2.2.1]hept-5-ene - [A13270];Tert-Butyl2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate;2-(tert-Butoxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene;tert-butyl 5-azabicyclo[2.2.1]hept-2-ene-5-carboxylate;tert-butyl 2-aza-bicyclo[2.2.1]hept-5-ene-2-carbo×ylate;2-(tert-Butoxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene
- CBNumber
- CB82499572
- Molecular Formula
- C11H17NO2
- Formula Weight
- 195.26
- MOL File
- 188345-71-3.mol
Tert-Butyl2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate Property
- Boiling point:
- 92°C/10mmHg(lit.)
- Density
- 1.104±0.06 g/cm3(Predicted)
- refractive index
- 1.4690-1.4730
- storage temp.
- 2-8°C
- form
- Liquid
- pka
- -0.88±0.20(Predicted)
- color
- Yellow
Safety
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H317May cause an allergic skin reaction
H318Causes serious eye damage
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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
- B4806
- Product name
- 2-(tert-Butoxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene
- Purity
- >95.0%(GC)
- Packaging
- 1g
- Price
- $69
- Updated
- 2025/07/31
- Product number
- B415833
- Product name
- 2-Boc-2-Azabicyclo[2.2.1]hept-5-ene
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- 123384
- Product name
- 2-Boc-2-Azabicyclo[2.2.1]hept-5-ene
- Purity
- 95+%
- Packaging
- 1g
- Price
- $1073
- Updated
- 2021/12/16
- Product number
- A13270
- Product name
- 2-Boc-2-Azabicyclo[2.2.1]hept-5-ene
- Purity
- 95+%
- Packaging
- 25g
- Price
- $1180
- Updated
- 2021/12/16
- Product number
- J51582
- Product name
- 2-Boc-2-Azabicyclo[2.2.1]hept-5-ene
- Packaging
- 1g
- Price
- $49
- Updated
- 2021/12/16
Tert-Butyl2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate Chemical Properties,Usage,Production
Synthesis
50-00-0
24424-99-5
542-92-7
188345-71-3
Example 3A Synthesis of tert-butyl 2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate: 37% aqueous formaldehyde (114 mL, 1.41 mol) was slowly added to a vigorously stirred aqueous NH4Cl solution (85.0 g, 1.59 mol, 250 mL water). Subsequently, freshly distilled cyclopentadiene (170 g, 2.58 mol) was added all at once and the reaction mixture was stirred continuously for 17 hours at room temperature. Upon completion of the reaction, the lower aqueous phase was separated and treated with di-tert-butyl dicarbonate (172 g, 0.78 mol). The pH of the reaction system was adjusted to about 8 by dropwise addition of 1 M NaOH aqueous solution (100 mL) and stirring was continued at room temperature for 7 h, during which time solid NaOH (40 g in total) was added in batches to maintain the pH at about 8. The reaction mixture was extracted with hexane (2 x 200 mL) and the combined organic phases were washed with brine (50 mL), dried over anhydrous MgSO4 and concentrated under reduced pressure. The residue was purified by subtractive distillation and the fractions with boiling points of 80-92 °C/10 mmHg were collected to afford tert-butyl 2-azabicyclo[2.2.1]-5-heptene-2-carboxylate (123 g, 0.63 mol, 45% yield) as a light yellow liquid, which was crystallized after cooling. The product was characterized by 1H NMR (CDCl3, 300 MHz) and MS (DCI/NH3) and the data were consistent with the expected structure.
References
[1] Journal of Medicinal Chemistry, 2007, vol. 50, # 15, p. 3627 - 3644
[2] Patent: US2005/65178, 2005, A1. Location in patent: Page/Page column 19
[3] Patent: US2015/132258, 2015, A1. Location in patent: Paragraph 0387; 0389; 0390
Tert-Butyl2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Tert-Butyl2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate manufacturers
- Product
- Tert-Butyl2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate 188345-71-3
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2020-01-11