Tert-butyl 2,5-diazabicyclo[2.2.2]octane-2-carboxylate
- Product Name
- Tert-butyl 2,5-diazabicyclo[2.2.2]octane-2-carboxylate
- CAS No.
- 858671-91-7
- Chemical Name
- Tert-butyl 2,5-diazabicyclo[2.2.2]octane-2-carboxylate
- Synonyms
- tert-Butyl 2,5-diazabicyclo[2.2.2]octane-2-carboxylate;2-BOC-2,5-DIAZABICYCLO(2.2.2)OCTANE;1,1-dimethylethyl 2,5-diazabicyclo[2.2.2]octane-2-carboxylate;2,5-Diazabicyclo[2.2.2]octane-2-carboxylic acid, 1,1-dimethy...;2,5-Diaza-bicyclo[2.2.2]octane-2-carboxylic acid tert-butyl este;tert-butyl 2,5-diazabicyclo[2.2.2]octane-2-carboxylate - [D29965];2,5-DIAZA-BICYCLO[2.2.2]OCTANE-2-CARBOXYLIC ACID TERT-BUTYL ESTER;2,5-Diazabicyclo[2.2.2]octane-2-carboxylic acid, 1,1-diMethylethyl ester;Racemic 2,5-diaza-bicyclo[2.2.2]octane-2-carboxylic acid tert-butyl ester;5-Phenyl-2,5-diaza-bicyclo[2.2.2]octane-2-carboxylic acid tert-butyl ester
- CBNumber
- CB02453512
- Molecular Formula
- C11H20N2O2
- Formula Weight
- 212.29
- MOL File
- 858671-91-7.mol
Tert-butyl 2,5-diazabicyclo[2.2.2]octane-2-carboxylate Property
- Boiling point:
- 295.4±15.0 °C(Predicted)
- Density
- 1.076±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 9.72±0.20(Predicted)
- Appearance
- Off-white to light yellow Solid
- InChI
- InChI=1S/C11H20N2O2/c1-11(2,3)15-10(14)13-7-8-4-5-9(13)6-12-8/h8-9,12H,4-7H2,1-3H3
- InChIKey
- RBLOMFQUEUBEBG-UHFFFAOYSA-N
- SMILES
- C12CCC(NC1)CN2C(OC(C)(C)C)=O
Safety
- HS Code
- 2933998090
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.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- CS-0038486
- Product name
- tert-Butyl2,5-diazabicyclo[2.2.2]octane-2-carboxylate
- Purity
- >97.0%
- Packaging
- 1g
- Price
- $850
- Updated
- 2021/12/16
- Product number
- 4H56-1-838
- Product name
- 2-Boc-2,5-diazabicyclo(2.2.2)octane
- Packaging
- 1g
- Price
- $957
- Updated
- 2021/12/16
- Product number
- CS-0038486
- Product name
- tert-Butyl2,5-diazabicyclo[2.2.2]octane-2-carboxylate
- Purity
- >97.0%
- Packaging
- 5g
- Price
- $2230
- Updated
- 2021/12/16
- Product number
- 1395AJ
- Product name
- 2,5-Diaza-bicyclo[2.2.2]octane-2-carboxylicacidtert-butylester
- Packaging
- 1g
- Price
- $584
- Updated
- 2021/12/16
- Product number
- CD11043204
- Product name
- tert-Butyl2,5-Diazabicyclo[2.2.2]octane-2-carboxylate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $600
- Updated
- 2021/12/16
Tert-butyl 2,5-diazabicyclo[2.2.2]octane-2-carboxylate Chemical Properties,Usage,Production
Uses
Tert-butyl 2,5-diazabicyclo[2.2.2]octane-2-carboxylate can be used as a reagent for organic synthesis or as a pharmaceutical intermediate in the preparation of active biomolecular inhibitors.
Synthesis
24424-99-5
1192-92-3
858671-91-7
The general procedure for the synthesis of tert-butyl 2,5-diazabicyclo[2.2.2]octane-2-carboxylate from di-tert-butyl dicarbonate (6.5 mmol) and 2,5-diazabicyclo[2.2.2]octane dihydrochloride (7.06 mmol) is as follows: a solution of isopropanol (15 mL) of di-tert-butyl dicarbonate is slowly added dropwise to a solution of isopropanol (100 mL), water (35 mL), and 1M sodium hydroxide solution (6.5 mL) at 0°C, containing 2,5-diazabicyclo[2.2.2]octane dihydrochloride. bicyclo[2.2.2]octane dihydrochloride in a mixture of isopropanol (100 mL), water (35 mL) and 1M sodium hydroxide solution (6.5 mL). The reaction mixture was stirred at 0°C for 1.5 h and then concentrated to about 50 mL. Subsequently, the aqueous phase was saturated with solid sodium chloride and the pH was adjusted to 10 with 2 M sodium hydroxide solution. the aqueous phase was extracted with ethyl acetate (3 x 35 mL) and the combined organic layers were washed with brine and dried with magnesium sulfate. Finally, the solvent was removed by distillation under reduced pressure to afford the crude product tert-butyl 2,5-diazabicyclo[2.2.2]octane-2-carboxylate in 42% yield as a light yellow oil.
References
[1] Patent: WO2005/63767, 2005, A2. Location in patent: Page/Page column 52
Tert-butyl 2,5-diazabicyclo[2.2.2]octane-2-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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