(S)-2-PIPERIDINONE-6-CARBOXYLIC ACID
- Product Name
- (S)-2-PIPERIDINONE-6-CARBOXYLIC ACID
- CAS No.
- 34622-39-4
- Chemical Name
- (S)-2-PIPERIDINONE-6-CARBOXYLIC ACID
- Synonyms
- H-L-PON-OH;6-OXO-L-PIPECOLIC ACID;L-PYROHOMOGLUTAMIC ACID;L-6-OXO-PIPECOLINIC ACID;Pyrohomoglutamic acid, L-;PYRO-L-ALPHA-AMINOADIPIC ACID;(S)-2-PIPERIDONE-6-CARBOXYLIC ACID;(S)-Piperidinone-6-carboxylic acid;(S)-2-PIPERIDINONE-6-CARBOXYLIC ACID;(S)-6-OXO-2-PIPERIDINECARBOXYLIC ACID
- CBNumber
- CB5700932
- Molecular Formula
- C6H9NO3
- Formula Weight
- 143.14
- MOL File
- 34622-39-4.mol
(S)-2-PIPERIDINONE-6-CARBOXYLIC ACID Property
- Melting point:
- 129-134 °C
- Boiling point:
- 437.0±38.0 °C(Predicted)
- Density
- 1.286±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Aqueous Acid (Sparingly, Heated, Sonicated), DMSO (Slightly, Heated)
- form
- Solid
- pka
- 3.59±0.20(Predicted)
- color
- White to Pale Brown
- InChI
- InChI=1S/C6H9NO3/c8-5-3-1-2-4(7-5)6(9)10/h4H,1-3H2,(H,7,8)(H,9,10)/t4-/m0/s1
- InChIKey
- FZXCPFJMYOQZCA-BYPYZUCNSA-N
- SMILES
- N1C(=O)CCC[C@H]1C(O)=O
- CAS DataBase Reference
- 34622-39-4(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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
- 36323
- Product name
- (S)-6-Oxo-2-piperidinecarboxylic acid
- Purity
- ≥95.0% (HPLC)
- Packaging
- 5G
- Price
- $615
- Updated
- 2025/07/31
- Product number
- 36323
- Product name
- (S)-6-Oxo-2-piperidinecarboxylic acid
- Purity
- ≥95.0% (HPLC)
- Packaging
- 1G
- Price
- $200
- Updated
- 2023/06/20
- Product number
- O858815
- Product name
- 6-Oxo-L-pipecolicAcid
- Packaging
- 500mg
- Price
- $110
- Updated
- 2021/12/16
- Product number
- O858815
- Product name
- 6-Oxo-L-pipecolicAcid
- Packaging
- 1g
- Price
- $180
- Updated
- 2021/12/16
- Product number
- O858815
- Product name
- 6-Oxo-L-pipecolicAcid
- Packaging
- 5g
- Price
- $605
- Updated
- 2021/12/16
(S)-2-PIPERIDINONE-6-CARBOXYLIC ACID Chemical Properties,Usage,Production
Uses
6-Oxo-L-pipecolic Acid is an intermediate in the synthesis of metabolites of lysine developed during aging and in diabetic patients.
Uses
(S)-6-Oxo-2-piperidinecarboxylic acid can be used as a reactant to synthesize:
- Functionalized β-lactam N-heterocycles via carboxymethylproline synthase catalyzed cyclization reactions. Pro-(S)-C5 branched [4.3.1] aza-amide bicycles as potential inhibitors for FK506-binding proteins.
- Ethyl (S)-2-(6-oxopiperidin-2-yl)acetate, which is reduced using LiBH4 to produce optically pure hydroxymethyl lactams.
Synthesis
1118-90-7
34622-39-4
General procedure for the synthesis of (S)-2-piperidone-6-carboxylic acid from L-2-aminoadipic acid: (a) Mix (S)-2-aminoadipic acid (50 g, 310.25 mmol), acetic acid (100 mL) and water (400 mL) and reflux for 3 hours. The unreacted starting amino acid (24 g) was filtered, the filtrate was evaporated, and the residue was dissolved in hot water (50 mL) and precipitated as crystals after cooling. The crystals were collected by filtration to afford the title intermediate (S)-6-oxopiperidine-2-carboxylic acid (20 g, 45% yield).
References
[1] Chemical and Pharmaceutical Bulletin, 1999, vol. 47, # 11, p. 1525 - 1531
[2] Journal of the American Chemical Society, 1982, vol. 104, # 16, p. 4446 - 4450
[3] Journal of Medicinal Chemistry, 1986, vol. 29, # 9, p. 1654 - 1658
[4] Chemical Communications, 2010, vol. 46, # 9, p. 1413 - 1415
[5] Patent: US2013/287731, 2013, A1. Location in patent: Paragraph 0295; 0296
(S)-2-PIPERIDINONE-6-CARBOXYLIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (S)-2-PIPERIDINONE-6-CARBOXYLIC ACID manufacturers
- Product
- (S)-2-PIPERIDINONE-6-CARBOXYLIC ACID 34622-39-4
- Price
- US $6.68/KG
- Min. Order
- 1KG
- Purity
- 97%-99%
- Supply Ability
- 1kg-1000kg
- Release date
- 2020-01-10