| Identification | Back Directory | [Name]
(R)-3-(CARBAMOYLMETHYL)-5-METHYLHEXANOIC ACID | [CAS]
185815-61-6 | [Synonyms]
(R)-3-(CARBAMOYLMETHYL)-5-METHYLHEXANOIC ACID (+)- 3-(CARBAMOYLMETHYL)-5-METHYLHEXANOIC ACID (R)-1-Phenylethanamine (R)-3-(2-amino-2-oxoethyl)-5-methylhexanoate | [Molecular Formula]
C9H17NO3 | [MDL Number]
MFCD09028111 | [MOL File]
185815-61-6.mol | [Molecular Weight]
187.236 |
| Chemical Properties | Back Directory | [Melting point ]
120-124°C (dec.) | [storage temp. ]
Refrigerator | [solubility ]
DMSO (Slightly), Methanol | [form ]
Solid | [color ]
White to Off-White |
| Hazard Information | Back Directory | [Uses]
An impurity of the anti-convulsant (S)-Pregabalin (P704790). | [Synthesis]
(R)-3-(CARBAMOYLMETHYL)-5-METHYLHEXANOIC ACID is one of the key intermediate in the synthesis of Pregabalin. It was prepared by the resolution of racemic 3-carbamoylmethyl-5-methylhexanoic acid with (R)-1-phenylethylamine in the presence of chloroform and ethanol[1].
 | [References]
[1] Sripathi, S., Somesetti, N. R., Veeramalla, R., Challa, N. R., Peddi, S., Karnati, V. R. (2010). Synthesis and characterization of impurities of an anticonvulsant drug, Pregabalin. Arkivoc, 2010 1. https://doi.org/10.3998/ARK.5550190.0011.A22
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