ChemicalBook > CAS DataBase List > (R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid
(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid
Uses Sources- Product Name
- (R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid
- CAS No.
- 181289-33-8
- Chemical Name
- (R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid
- Synonyms
- methylhexanoic acid;INTERMEDIATE OF PREGABALIN;(3R)-3-(2-AMino-2-oxoethyl)-5-Methylhexanoic Acid;(r)-(-)-3-(2-amino-2-oxoethyl)-5-methylhexanoic acid;PGL-S-CMH acid;Pregabalin Impurity 94;Pregabalin IMpurity III;Isobutyl-glutamonoamide;PREGABALINS INTERMEDIATES 03;Pregabalin Carbamoyl Impurity
- CBNumber
- CB2854928
- Molecular Formula
- C9H17NO3
- Formula Weight
- 187.24
- MOL File
- 181289-33-8.mol
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(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid Property
- Melting point:
- 128-133°C
- Boiling point:
- 401.9±28.0 °C(Predicted)
- Density
- 1.080±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 4.68±0.10(Predicted)
- color
- White to Off-White
- optical activity
- -6.5461°(C=1.0048g/100ml DMF)
- InChI
- InChI=1S/C9H17NO3/c1-6(2)3-7(4-8(10)11)5-9(12)13/h6-7H,3-5H2,1-2H3,(H2,10,11)(H,12,13)/t7-/m1/s1
- InChIKey
- NPDKTSLVWGFPQG-SSDOTTSWSA-N
- SMILES
- C(O)(=O)C[C@@H](CC(N)=O)CC(C)C
- CAS DataBase Reference
- 181289-33-8(CAS DataBase Reference)
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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
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P501Dispose of contents/container to..…
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N-Bromosuccinimide Price
TRC
- Product number
- C175955
- Product name
- (R)-(-)-3-(Carbamoylmethyl)-5-methylhexanoicacid
- Packaging
- 5g
- Price
- $135
- Updated
- 2021/12/16
Biosynth Carbosynth
- Product number
- FA140304
- Product name
- (R)-3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid
- Packaging
- 10g
- Price
- $65
- Updated
- 2021/12/16
Biosynth Carbosynth
- Product number
- FA140304
- Product name
- (R)-3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid
- Packaging
- 25g
- Price
- $100
- Updated
- 2021/12/16
Matrix Scientific
- Product number
- 073067
- Product name
- R-(-)-3-(Carbamoylmethyl)-5-methylhexanoic acid
- Purity
- 95+%
- Packaging
- 25g
- Price
- $110
- Updated
- 2021/12/16
American Custom Chemicals Corporation
- Product number
- CCH0001191
- Product name
- (R)-(-)-3-(CARBAMOYMETHYL)-5-METHYLHEXANOIC ACID
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $130.2
- Updated
- 2021/12/16
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(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid Chemical Properties,Usage,Production
Uses
(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid is a useful chemical intermediate for manufacturing of the anticonvulsant drug, Pregabalin1, 2.
Sources
- https://quod.lib.umich.edu/a/ark/5550190.0011.a22?rgn=main;view=fulltext
- https://www.researchgate.net/publication/269660675_Synthesis_and_characterization_of_impurities_of_an_anticonvulsant_drug_Pregabalin
Chemical Properties
White Solid
Uses
An Impurity of the anti-convulsant (S)-Pregabalin (P704790).
Synthesis
1385049-51-3
181289-33-8
The general procedure for the synthesis of (R)-(-)-3-(aminocarbonylmethyl)-5-methylhexanoic acid from the compound (CAS:1385049-51-3) is as follows: Example 10f1: Synthesis of (R)-(-)-3-(carbamoylmethyl)-5-methylhexanoic acid 1. ammonia (116 ml) was added to the diastereomeric salt (14.5 g) and the mixture was heated to 80 °C at room temperature. 2. After maintaining the reaction at this temperature for 5 hours, the reaction mixture was cooled to room temperature. 3. The reaction mixture was extracted using dichloromethane (5 x 50 ml). 4. The aqueous layer was cooled to 0 °C and acidified to pH 1 with concentrated hydrochloric acid. 5. The acidified aqueous layer was extracted using hot ethyl acetate (5 x 50 ml). 6. All organic extracts were combined and concentrated under reduced pressure to give enantiomerically enriched amide I as a white solid. Yield: 8 g, 53% yield; HPLC purity: 99.39%.
References
[1] Patent: WO2012/93411, 2012, A2. Location in patent: Page/Page column 23
(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid manufacturers
Shaanxi Dideu New Materials Co. Ltd
- Product
- (R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid 181289-33-8
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-05-26
WUHAN FORTUNA CHEMICAL CO., LTD
- Product
- (R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid 181289-33-8
- Price
- US $0.00-0.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 99%min
- Supply Ability
- 1000kg
- Release date
- 2021-11-19
Hebei Chuanghai Biotechnology Co., Ltd
- Product
- (R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid 181289-33-8
- Price
- US $10.00/KG
- Min. Order
- 100KG
- Purity
- 99%
- Supply Ability
- 100 mt
- Release date
- 2024-11-26
181289-33-8, (R)-(-)-3-Carbamoymethyl-5-methylhexanoic acidRelated Search:
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