| Identification | More | [Name]
(R)-(-)-Nipecotic acid | [CAS]
25137-00-2 | [Synonyms]
L-BETA-HOMOPROLINE HYDROCHLORIDE
(R)-(-)-3-PIPERIDINECARBOXYLIC ACID HYDROCHLORIDE
(R)-(-)-NIPECOTIC ACID HYDROCHLORIDE
(R)-PIPERIDINE-3-CARBOXYLIC ACID HCL
(R)-(-)-PIPERIDINE-3-CARBOXYLIC ACID HYDROCHLORIDE
(R)-3-Piperidine-3-Carboxylic Acid HCl
(R)-(-)-NIPECOTIC ACID 97%
(R)-(-)-Nipecotic acid
D-Piperidine-3-carboxylic acid
R-(-)-Piperidine-3-carboxylic acid
(3R)-Piperidine-3α-carboxylic acid | [EINECS(EC#)]
628-509-9 | [Molecular Formula]
C6H11NO2 | [MDL Number]
MFCD00211280 | [Molecular Weight]
129.16 | [MOL File]
25137-00-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
251-255 °C | [alpha ]
-5 º (c=1, H2O) | [Boiling point ]
265.8±33.0 °C(Predicted) | [density ]
1.02g/cm | [refractive index ]
-4.5 ° (C=5, H2O) | [RTECS ]
TM6125390 | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Methanol (Very Slightly), Water (Sparingly) | [form ]
Solid | [pka]
3.88±0.20(Predicted) | [color ]
White to Beige | [Optical Rotation]
[α]22/D 5°, c = 1 in H2O | [CAS DataBase Reference]
25137-00-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Uses]
peptide synthesis | [Definition]
ChEBI: (R)-nipecotic acid is the (R)-enantiopmer of nipecotic acid. It is an enantiomer of a (S)-nipecotic acid. It is a tautomer of a (R)-nipecotic acid zwitterion. | [General Description]
(R)-(-)-3-Piperidinecarboxylic acid is an inhibitor of GABA (γ-aminobutyric acid) uptake. | [Synthesis]
The general procedure for the synthesis of (S)-piperidine-3-carboxamide and 3-piperidinecarboxylic acid from 3-piperidinecarboxamide is as follows:
Example 3: Selective hydrolysis of the R-enantiomer of racemic 3-piperidinecarboxamide in Cupriavidus sp. strain KNK-J915 (FERM BP-10739). Bacterial cell suspensions were prepared by culturing strain KNK-J915 as in Example 1. 0.1 mL of bacterial cell suspension was mixed with 100 mM phosphate buffer (0.1 mL, pH 7.0) containing 1.0-5.0% racemic 3-piperidinecarboxamide and the mixture was reacted by shaking at 30°C for 35 hours. Upon completion of the reaction, solids such as bacterial cells were removed by centrifugation. Subsequently, the substrates and products in the reaction mixture were derivatized by reaction with benzyl chlorocarbonate. The resulting derivatives were analyzed by high performance liquid chromatography (HPLC) to determine conversion (percentage) and optical purity (ee percentage). The results are listed in Table 3.
HPLC analysis conditions:
- Conversion rate analyzing column: YMC-A303 (4.6 mm × 250 mm, manufactured by YMC Inc.), eluent: 20 mM aqueous phosphoric acid (pH 2.5)/acetonitrile = 7/3, flow rate: 1.0 mL/min, column temperature: 35 °C, detection wavelength: 210 nm.
- Optical purity analysis column: CHIRALPAK AD-RH (4.6 mm × 150 mm, manufactured by Daicel Chemical Industries, Ltd.), eluent: 20 mM phosphate buffer (pH 2.5)/acetonitrile = 7/3, flow rate: 0.5 mL/min, column temperature: room temperature, detection wavelength: 210 nm. | [References]
[1] Patent: US2010/105917, 2010, A1. Location in patent: Page/Page column 15 |
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