(S)-3-BOC-AMINO-2-PIPERIDONE
- Product Name
- (S)-3-BOC-AMINO-2-PIPERIDONE
- CAS No.
- 92235-39-7
- Chemical Name
- (S)-3-BOC-AMINO-2-PIPERIDONE
- Synonyms
- N-Boc L-Orinithine LactaM;(S)-3-BOC-AMINO-2-PIPERIDONE;3-Pyridinol,8-(aminomethyl)-;(S)-3-Boc-aminopiperidin-2-one;(S)-3-(Boc-amino)-2-oxopiperidine;(3S)-2-Oxo-3-(Boc-amino)piperidine;t-Butyl (S)-2-oxopiperidin-3-ylcarbamate;3-tert-butyloxycarbonylamino-2-piperidone;TERT-BUTYL (S)-2-OXOPIPERIDIN-3-YLCABAMATE;(S)-tert-butyl 2-oxopiperidin-3-ylcarbamate
- CBNumber
- CB1146833
- Molecular Formula
- C10H18N2O3
- Formula Weight
- 214.26
- MOL File
- 92235-39-7.mol
(S)-3-BOC-AMINO-2-PIPERIDONE Property
- Melting point:
- 203-205 °C
- Boiling point:
- 405.6±34.0 °C(Predicted)
- Density
- 1.11±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 11.05±0.20(Predicted)
- Appearance
- White to off-white Solid
- optical activity
- Consistent with structure
Safety
- HS Code
- 2933399990
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
- B658930
- Product name
- N-BocL-OrinithineLactam
- Packaging
- 1g
- Price
- $155
- Updated
- 2021/12/16
- Product number
- B658930
- Product name
- N-BocL-OrinithineLactam
- Packaging
- 10g
- Price
- $1230
- Updated
- 2021/12/16
- Product number
- FB139738
- Product name
- (S)-tert-Butyl (2-oxopiperidin-3-yl)carbamate
- Packaging
- 2g
- Price
- $193
- Updated
- 2021/12/16
- Product number
- FB139738
- Product name
- (S)-tert-Butyl (2-oxopiperidin-3-yl)carbamate
- Packaging
- 10g
- Price
- $668.8
- Updated
- 2021/12/16
- Product number
- W9530
- Product name
- (S)-3-(Boc-amino)-2-piperidone
- Packaging
- 25g
- Price
- $718
- Updated
- 2021/12/16
(S)-3-BOC-AMINO-2-PIPERIDONE Chemical Properties,Usage,Production
Uses
N-Boc L-Orinithine Lactam is used in the synthesis of Pro-Leu-Gly-NH2 analogs for dopamine receptor modulation.
Synthesis
21887-64-9
92235-39-7
General procedure for the synthesis of tert-butyl (S)-2-piperidone-3-carbamate from (S)-5-amino-2-((tert-butoxycarbonyl)amino)pentanoic acid: 64 g (2.75 mmol) of BOC-L-ORN-OH was dissolved in 275 mL of DMF at 0 °C. To this solution 1.22 g (2.75 mmol) of BOP reagent and 1.16 g (20.0 mmol) of sodium bicarbonate were added. The reaction mixture was stirred at room temperature for 12 hours. Upon completion of the reaction, the mixture was concentrated under reduced pressure to about 5 mL. The concentrated mixture was diluted with 100 mL of water and saturated sodium bicarbonate solution (1:1) and subsequently extracted with three 100 mL portions of ethyl acetate (EtOAc). The organic phases were combined, washed sequentially with 300 mL of water and 300 mL of brine, dried over anhydrous sodium sulfate (Na2SO4), filtered, and concentrated under reduced pressure to afford the target product (S)-tert-butyl (S)-piperidin-2-one-3-carbamate (133) as a colorless solid in 0.37 g (62%) yield. The product was analyzed by silica gel thin layer chromatography (TLC) with an Rf value of 0.55 (unfolding agent: dichloromethane-methanol = 10:1). Nuclear magnetic resonance hydrogen spectra (1H NMR, CDCl3) showed δ 1.32 (s, 9H), 1.45-1.64 (m, 1H), 1.65-1.84 (m, 2H), 2.10-2.30 (m, 1H), 3.15-3.25 (m, 2H), 3.79-4.05 (m, 1H), 5.62 (br s, 1H) and 6.99 (br s, 1H). Nuclear magnetic resonance carbon spectra (13C NMR, CDCl3) showed δ 27.7, 28.2, 36.56, 36.61, 41.5, 51.0, 79.5, 156.0 and 172.3.
References
[1] Journal of Medicinal Chemistry, 1996, vol. 39, # 23, p. 4531 - 4536
[2] Patent: WO2016/118877, 2016, A1. Location in patent: Paragraph 00208
(S)-3-BOC-AMINO-2-PIPERIDONE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (S)-3-BOC-AMINO-2-PIPERIDONE manufacturers
- Product
- (S)-3-BOC-AMINO-2-PIPERIDONE 92235-39-7
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 1000KGS
- Release date
- 2020-01-14