tert-Butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate
Uses- Product Name
- tert-Butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate
- CAS No.
- 478837-18-2
- Chemical Name
- tert-Butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate
- Synonyms
- 1-(METHYLSULFONYL)PIPERIDIN-4-AMINE HYDR;N-Boc-3-hydroxy-8-azabicyclo[3.2.1]octane;2-Methyl-2-propanyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate;3-hydroxy-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid, tert-butyl ester;8-Azabicyclo[3.2.1]octane-8-carboxylic acid, 3-hydroxy-,1,1-dimethylethyl ester
- CBNumber
- CB12745436
- Molecular Formula
- C12H21NO3
- Formula Weight
- 227.3
- MOL File
- 478837-18-2.mol
tert-Butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate Property
- Boiling point:
- 327.9±35.0 °C(Predicted)
- Density
- 1.146±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 14.79±0.20(Predicted)
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C12H21NO3/c1-12(2,3)16-11(15)13-8-4-5-9(13)7-10(14)6-8/h8-10,14H,4-7H2,1-3H3
- InChIKey
- SEGZJJSZYOEABC-UHFFFAOYSA-N
- SMILES
- C12N(C(OC(C)(C)C)=O)C(CC1)CC(O)C2
N-Bromosuccinimide Price
- Product number
- B810093
- Product name
- tert-Butyl3-Hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate
- Packaging
- 500mg
- Price
- $130
- Updated
- 2021/12/16
- Product number
- CS-0041898
- Product name
- tert-Butyl3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate
- Purity
- ≥97.0%
- Packaging
- 25g
- Price
- $606
- Updated
- 2021/12/16
- Product number
- CS-0041898
- Product name
- tert-Butyl3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate
- Purity
- ≥97.0%
- Packaging
- 10g
- Price
- $307
- Updated
- 2021/12/16
- Product number
- 174682
- Product name
- tert-Butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate
- Packaging
- 1g
- Price
- $316
- Updated
- 2021/12/16
- Product number
- CS-0041898
- Product name
- tert-Butyl3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate
- Purity
- ≥97.0%
- Packaging
- 1g
- Price
- $55
- Updated
- 2021/12/16
tert-Butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate Chemical Properties,Usage,Production
Uses
N-BOC-3-hydroxy-8-azabicyclo[3.2.1]octane is an alkane organic compound that can be used as a pharmaceutical intermediate.
Synthesis
185099-67-6
478837-18-2
The general procedure for the synthesis of tert-butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate using 3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylic acid as a starting material was as follows: sodium borohydride (178 mg, 4.7 mmol) was slowly added to a solution of tert-butyl 3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate (0.50 g, 2.2 mmol) at room temperature. butyl ester (0.50 g, 2.2 mmol) in a solution of ethanol (10 mL). The reaction mixture was stirred continuously for 1 hour at room temperature. Upon completion of the reaction, the reaction was quenched with saturated ammonium chloride solution (30 mL) followed by extraction with ethyl acetate (3 x 20 mL). The organic phases were combined, washed sequentially with water and brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the title compound tert-butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate (463 mg, 92% yield) as a mixture of endo and exo stereoisomers. The product was analyzed by GC-MS (EI) and the molecular ion peak (M+) of molecular formula C12H21NO3 was 227.
References
[1] Patent: WO2010/138490, 2010, A1. Location in patent: Page/Page column 33
[2] Patent: WO2012/71509, 2012, A2. Location in patent: Page/Page column 166
[3] Patent: US2007/249672, 2007, A1. Location in patent: Page/Page column 21
[4] Patent: WO2010/75269, 2010, A1. Location in patent: Page/Page column 44
[5] Patent: WO2010/138487, 2010, A1. Location in patent: Page/Page column 131
tert-Butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate Preparation Products And Raw materials
Raw materials
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