TERT-BUTYL 3-OXO-2,8-DIAZASPIRO[4.5]DECANE-8-CARBOXYLATE
- Product Name
- TERT-BUTYL 3-OXO-2,8-DIAZASPIRO[4.5]DECANE-8-CARBOXYLATE
- CAS No.
- 169206-67-1
- Chemical Name
- TERT-BUTYL 3-OXO-2,8-DIAZASPIRO[4.5]DECANE-8-CARBOXYLATE
- Synonyms
- SW-90;SWF-90;8-Boc-3-oxo-2,8-diazaspir...;8-Boc-2,8-diazaspiro[4.5]decan-3-one;8-Boc-3-oxo-2,8-diazaspiro[4.5]decane;tert-Butyl 2-oxo-3,8-diazaspiro[4.5]decane-8-carboxylate;TERT-BUTYL 3-OXO-2,8-DIAZASPIRO[4.5]DECANE-8-CARBOXYLATE;2,8-diazaspiro[4.5]decane-8-carboxylic acid, 3-oxo-, 1,1-d;3-Oxo-2,8-diazaspiro[4,5]decane-8-carboxylate tert-butyl ester;3-keto-2,8-diazaspiro[4.5]decane-8-carboxylic acid tert-butyl ester
- CBNumber
- CB82459585
- Molecular Formula
- C13H22N2O3
- Formula Weight
- 254.33
- MOL File
- 169206-67-1.mol
TERT-BUTYL 3-OXO-2,8-DIAZASPIRO[4.5]DECANE-8-CARBOXYLATE Property
- Boiling point:
- 425℃
- Density
- 1.15
- Flash point:
- 211℃
- storage temp.
- 2-8°C
- pka
- 16.26±0.20(Predicted)
- Appearance
- White to light yellow Solid
Safety
- HazardClass
- IRRITANT
- 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.
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
- B694590
- Product name
- tert-Butyl-3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- FB122793
- Product name
- tert-Butyl 3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate
- Packaging
- 100mg
- Price
- $58
- Updated
- 2021/12/16
- Product number
- X6098
- Product name
- 3-Oxo-2,8-diazaspiro[4.5]decane-8-carboxylicacidtert-butylester
- Purity
- 97.0%
- Packaging
- 1g
- Price
- $100
- Updated
- 2021/12/16
- Product number
- AS51133
- Product name
- 8-Boc-2,8-diazaspiro[4.5]decan-3-one
- Purity
- 97+%
- Packaging
- 250mg
- Price
- $108
- Updated
- 2021/12/16
- Product number
- FB122793
- Product name
- tert-Butyl 3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate
- Packaging
- 250mg
- Price
- $115
- Updated
- 2021/12/16
TERT-BUTYL 3-OXO-2,8-DIAZASPIRO[4.5]DECANE-8-CARBOXYLATE Chemical Properties,Usage,Production
Uses
Tert-butyl 3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate is an organic heterocyclic compound used as a pharmaceutical intermediate. It is used in the synthesis of growth inhibitor receptor 5 (SSTR5) antagonists for the treatment of conditions involving the gut-brain axis.
Synthesis
169206-66-0
169206-67-1
General procedure for the synthesis of tert-butyl 3-oxo-2,8-diazaspiro[4,5]decane-8-carboxylate from tert-butyl 4-(2-methoxy-2-oxoethyl)-4-(nitromethyl)piperidine-1-carboxylate: To a tert-butyl 4-(2-methoxy-2-oxoethyl)-4-(nitromethyl)piperidine-1-carboxylate (1.0 g, 3.2 mmol) ethanol ( 10 mL) solution was added to Raney Ni (1 g). The reaction mixture was stirred under hydrogen atmosphere at 1 atmosphere overnight. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad to remove the catalyst and the filtrate was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using a dichloromethane solution of 10% methanol as eluent to afford the target product tert-butyl 3-oxo-2,8-diazaspiro[4,5]decane-8-carboxylate (694 mg, 86% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CD3OD): δ 3.54-3.48 (m, 2H), 3.37-3.32 (m, 2H), 3.23 (s, 2H), 2.26 (s, 2H), 1.62-1.59 (m, 4H), 1.45 (s, 9H).
References
[1] Patent: US2006/19985, 2006, A1. Location in patent: Page/Page column 55
[2] Journal of Medicinal Chemistry, 1995, vol. 38, # 19, p. 3772 - 3779
[3] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 14, p. 3866 - 3874
[4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 22, p. 6375 - 6378
[5] Patent: WO2015/140559, 2015, A1. Location in patent: Page/Page column 44
TERT-BUTYL 3-OXO-2,8-DIAZASPIRO[4.5]DECANE-8-CARBOXYLATE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from TERT-BUTYL 3-OXO-2,8-DIAZASPIRO[4.5]DECANE-8-CARBOXYLATE manufacturers
- Product
- tert-butyl 3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate 169206-67-1
- Price
- US $2.00-6.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-08-05
- Product
- TERT-BUTYL 3-OXO-2,8-DIAZASPIRO[4.5]DECANE-8-CARBOXYLATE 169206-67-1
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 95%-99%
- Supply Ability
- 100kg
- Release date
- 2018-12-25