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(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid

(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid structure

CAS No.: 181289-33-8

Chemical Name:: (R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid

Synonyms: methylhexanoic acid;Pregabalin IMpurity III;(r)-(-)-3-(2-amino-2-oxoethyl)-5-methylhexanoic acid;INTERMEDIATE OF PREGABALIN;(3R)-3-(2-AMino-2-oxoethyl)-5-Methylhexanoic Acid;PGL-S-CMH acid;Pregabalin Impurity 94;Isobutyl-glutamonoamide;PREGABALINS INTERMEDIATES 03;Pregabalin Carbamoyl Impurity

CBNumber:: CB2854928

Molecular Formula:: C9H17NO3

Molecular Weight:: 187.24

MDL Number:: MFCD09028111

MOL File:: 181289-33-8.mol

MSDS File:: SDS

Last updated:2026-05-28 00:51:06

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(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid Properties

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)
Major Application	pharmaceutical small molecule
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)
FDA UNII	77M6VOR9AZ
UNSPSC Code	12352200
NACRES	NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H319-H335-H315-H302
Precautionary statements	P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501
WGK Germany	WGK 3
Storage Class	11 - Combustible Solids
Hazard Classifications	Skin Irrit. 2
REACH Registrations	Inactive

(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid price More Price(22)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Biosynth	FA140304	(R)-3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid	181289-33-8	25g	$286.25	2026-06-04	Buy
Biosynth	FA140304	(R)-3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid	181289-33-8	50g	$382.5	2026-06-04	Buy
Biosynth	FA140304	(R)-3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid	181289-33-8	100g	$582	2026-06-04	Buy
Biosynth	FA140304	(R)-3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid	181289-33-8	250g	$1137.5	2026-06-04	Buy
aablocks	AA0022QD	(R)-3-(2-Amino-2-Oxoethyl)-5-Methylhexanoic Acid 97%	181289-33-8	5g	$5	2026-05-28	Buy

Product number	Packaging	Price	Buy
FA140304	25g	$286.25	Buy
FA140304	50g	$382.5	Buy
FA140304	100g	$582	Buy
FA140304	250g	$1137.5	Buy
AA0022QD	5g	$5	Buy

(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid Chemical Properties, Uses, Production

Uses

(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid is a useful chemical intermediate for manufacturing of the anticonvulsant drug, Pregabalin^{1, 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

Hexanoic acid, 3-(2-amino-2-oxoethyl)-5-methyl-, (3R)-, compd. with α-ethylbenzenemethanamine (1:1)

1385049-51-3

(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid

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 synthesis

Synthesis of (R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid from 3-Carbamoymethyl-5-methylhexanoic acid

(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid Preparation Products And Raw materials

Raw materials

Hexanoicacid, 3-(2-amino-2-oxoethyl)-5-methyl-, (3S)- 3-Carbamoymethyl-5-methylhexanoic acid (3S)-3-(2-methoxy-2-oxoethyl)-5-methylhexanoic acid Hexanoic acid, 3-(2-amino-2-oxoethyl)-5-methyl-, (3R)-, compd. with (βR)-β-aminobenzeneethanol (1:1) Hexanoic acid, 5-methyl-3-[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl]-, (3R)-

Hexanoic acid, 3-(2-amino-2-oxoethyl)-5-methyl-, (3R)-, compd. with α-ethylbenzenemethanamine (1:1) Ammonia Hydrochloric acid

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Preparation Products

(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid Suppliers

Global Suppliers ( 391)

Supplier	Tel	Email	Country	ProdList	Advantage
Hangzhou J&H Chemical Co., Ltd.	0571-87396432	sales@jhechem.com	China	14905	59
Jiangxi Jinfeng Pharmaceutical Co., Ltd	793-5181188 18170363299	yangyuening@jxjfpharma.com	China	62	58
Jiangsu Greature Bio-Medicine Co., Ltd.	0512-85557988 18662338937	frank.wang@greature.com.cn	China	145	58
Nanjing Zhiyan Pharmaceutical Technology Co. Ltd.	18602559219	sales@zhiyanchem.com	China	120	58
J & K SCIENTIFIC LTD.	18210857532 18210857532	jkinfo@jkchemical.com	China	96815	76
Energy Chemical	400-0056266	sales8178@energy-chemical.com	China	44850	61
Capot Chemical Co., Ltd	+86 (0) 571 85 58 67 18		China	18187	66
JinYan Chemicals(ShangHai) Co.,Ltd.	13817811078	sales@jingyan-chemical.com	China	9963	60
Adamas Reagent, Ltd.	400-6009262 15618770481	yhx@titansci.com	China	14098	59
Shanghai Hanhong Scientific Co.,Ltd.	021-54306202 13764082696	info@hanhongsci.com	China	42917	64

Supplier	Advantage
Hangzhou J&H Chemical Co., Ltd.	59
Jiangxi Jinfeng Pharmaceutical Co., Ltd	58
Jiangsu Greature Bio-Medicine Co., Ltd.	58
Nanjing Zhiyan Pharmaceutical Technology Co. Ltd.	58
J & K SCIENTIFIC LTD.	76
Energy Chemical	61
Capot Chemical Co., Ltd	66
JinYan Chemicals(ShangHai) Co.,Ltd.	60
Adamas Reagent, Ltd.	59
Shanghai Hanhong Scientific Co.,Ltd.	64

View Latest Price from (R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-09-17	(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid 181289-33-8			0.99		RongNa Biotechnology Co.,Ltd
2026-09-02	(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid 181289-33-8	$1.20-35.00	1kg	99%		Henan Fengda Chemical Co., Ltd
2026-06-30	(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid 181289-33-8		1KG	99.0%	10000KGS	Shaanxi Dideu New Materials Co. Ltd

(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid
181289-33-8
0.99
RongNa Biotechnology Co.,Ltd

(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid
181289-33-8
$1.20-35.00
99%
Henan Fengda Chemical Co., Ltd

(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid
181289-33-8
99.0%
Shaanxi Dideu New Materials Co. Ltd

(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid Spectrum

(R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid(181289-33-8)¹HNMR

181289-33-8 ((R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid) Related Search:

3-(Aminomethyl)-5-methylhexanoic acid EPA EC 2.3.2.2 Hexamethylphosphoramide Ethyl 2-(Chlorosulfonyl)acetate

Ethyl Hexanoate Phenylmethylsulfonyl fluoride Folic acid 3-(Aminomethyl)-5-methylhexanoic acid Dimethyl sulfone

6-Aminocaproic acid Tris(hydroxymethyl)aminomethane Citric acid Glycine Aminoethoxyvinyl glycine hydrochloride

Ascoric Acid Hexanoic acid,3-(aminomethyl)-5-methyl-, (3R)- 2-Hexenamide, 2-cyano-5-methyl-

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(r)-(-)-3-carbamoymethyl-5-methylhexanoic acid INTERMEDIATE OF PREGABALIN (3R)-3-(2-AMino-2-oxoethyl)-5-Methylhexanoic Acid (R)-3-(2-AMINO-2-OXOETHYL)-5-METHYLHEXANOIC ACID:99+% 3-CarbaMoyl Mehyl-5-Methyl Hexanoic Acid Hexanoic acid,3-(2-aMino-2-oxoethyl)-5-Methyl-,(3R)- (R)-3-(2-AMino-2-oxoethyl)-5-Methylhexanoic acid (R)-3-(2-AMino-2-oxoethyl)-5-Methylhexanoic acid Pregabalin Carbamoyl Impurity (R)-(-)-3-Carbamoymethyl-5-methylhexanoic acid 181289-33-8 181289-33-8 (R)-(-)-3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid (±)-3-Carbamoylmethyl)-5-methyl hexanoic acid (CMH Acid) Pregabalin Impurity III ((R)-(-)-3-(Carbamoylmethyl)-5-methylhexanoic acid) Isobutyl-glutamonoamide R-(-)-3-Carbamoylmethyl-5-hexanoic acid (R)-(-)-3-carbamoy methyl)-5-methyl hexanoic acid(OR) (R)-(-)-3-(CARBAMOYLMETHYL-5-METHYLMEXANOIC ACID Pregabalin Impurity III (3-Carbamoymethyl-5-Methylhexanoic Acid) (R)-3-(Carbamoylmethyl)-5-methylhex Pregabalin 3-Carbamoylmethyl Impurity PREGABALINS INTERMEDIATES 03 PGL-S-CMH acid 3-Carbamoylmethyl-5-methyl hexanoic acid (Recimic) R-(-)-3-(Carbamoylmethyl)-5-methylhexanoicaci ?-(-)-3-(Carbamoyl methyl)-5-Methyl Haxanic Acid R (-}3-CARSAMOYLMETIHYL-5-METHYLHEXANOIC ACID (RCMH) 3-(2-Amino-2-oxoethyl)-5-methyl-(3S)-hexanoicacid 3-(Carbamoyl)-5-Methyl Hexanoic Acid R-(+)-3-(Carbamoylmethyl)-S- Methylhexanoic Acid R-3-(Carbamoylmethyl)-5-Methylhexanoic Acid (Rcmh) RCMH (R)-3-(2-Amino-2-oxoethyl)-5-methylhexanoic Acid Isobutyl-glutamonoamide (R)-3-(2-amino-2-oxoethyl)-5-methylhexanoic acid Pregablin Impurity (RCMH acid) R-(-)-3-(carbamoylmethyl)-5-methylhexanoic acid or R-Amide Pregabalin Impurity 94 Isobutylglutarmonoamide (R-Isomer) (r)-(-)-3-(2-amino-2-oxoethyl)-5-methylhexanoic acid, 98%min 3-(2-Amino-2-oxoethyl)-5-methyl-(3S)-hexanoicacid (Intermediate of Pregabalin) (r)-(-)-3-(2-amino-2-oxoethyl)-5-methylhexanoic acid methylhexanoic acid Pregabalin IMpurity III 181289-33-8 181289-33-6 Aliphatics, Impurities, Pharmaceuticals, Intermediates & Fine Chemicals intermidiate of Pregablin Starting Raw Materials & Intermediates 181289-33-8