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Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate

Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate structure

CAS No.: 74892-82-3

Chemical Name:: Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate

Synonyms: Ethyl (2R;Agaquban SM1;Argatroban Impurity 49;Argatraban Intermediate -1;Ethyl (2R,4R)-4-Methylpipecolate;4R)-4-methyl-2-piperidinecarboxylate;(2R,4R)4-methylpiperidecarboxylicacid;(2R,4R)-4-METHYL-2-PIPERIDINECARBOXYLATE;ethyl (2R,4R)-4-Methylpiperidine-2-carboxylate;(2R,4R)-ETHYL 4-METHYLPIPERIDINE-2-CARBOXYLATE

CBNumber:: CB6718064

Molecular Formula:: C9H17NO2

Molecular Weight:: 171.24

MDL Number:: MFCD03839858

MOL File:: 74892-82-3.mol

MSDS File:: SDS

TDS File:: TDS

Last updated:2026-05-28 03:15:35

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Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate Properties

Boiling point	226.1±33.0 °C(Predicted)
Density	0.969±0.06 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Store in freezer, under -20°C
solubility	Chloroform (Sparingly), Ethanol (Slightly), Methanol (Soluble)
pka	6.65±0.10(Predicted)
form	Oil
color	Light Yellow to Yellow
InChI	InChI=1S/C9H17NO2/c1-3-12-9(11)8-6-7(2)4-5-10-8/h7-8,10H,3-6H2,1-2H3/t7-,8-/m1/s1
InChIKey	GHBNOCBWSUHAAA-HTQZYQBOSA-N
SMILES	N1CC[C@@H](C)C[C@@H]1C(OCC)=O
CAS DataBase Reference	74892-82-3(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H227-H315-H319-H335
Precautionary statements	P305+P351+P338
HS Code	29333990

Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate price More Price(43)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
TRC	TRC-E924630-1G	Ethyl (2R,4R)-4-Methylpipecolate	74892-82-3	1g	$179	2026-06-03	Buy
Biosynth	FE22918	Ethyl (2R,4R)-4-methylpipecolate	74892-82-3	1g	$150	2026-06-04	Buy
Biosynth	FE22918	Ethyl (2R,4R)-4-methylpipecolate	74892-82-3	2g	$226.8	2026-06-04	Buy
Biosynth	FE22918	Ethyl (2R,4R)-4-methylpipecolate	74892-82-3	5g	$453.55	2026-06-04	Buy
Biosynth	FE22918	Ethyl (2R,4R)-4-methylpipecolate	74892-82-3	10g	$725.6	2026-06-04	Buy

Product number	Packaging	Price	Buy
TRC-E924630-1G	1g	$179	Buy
FE22918	1g	$150	Buy
FE22918	2g	$226.8	Buy
FE22918	5g	$453.55	Buy
FE22918	10g	$725.6	Buy

Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate Chemical Properties, Uses, Production

Chemical Properties

light yellow solution

Uses

Ethyl (2R,4R)-4-Methylpipecolate is an intermediate in the preparation of Argatroban (A769000).

Synthesis

2-Piperidinecarboxylic acid, 4-methyl-1-[(1S)-1-phenylethyl]-, ethyl ester, (2R,4R)-

198641-56-4

74892-82-3

General procedure for the synthesis of ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate from the compound (CAS: 198641-56-4): (1'S,2R,4R)-6 (2.5 g, 9 mmol) was dissolved in ethanol (120 mL) and 10% Pd(OH)2/C (0.27 g) was added. The hydrogenation reaction was carried out at room temperature and at atmospheric pressure. The reaction progress was monitored by TLC (unfolding agent: chloroform/methanol, 9:1). After 4 hours of reaction, the catalyst was removed by filtration through a diatomaceous earth pad. The filtrate was concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography (silica gel to sample mass ratio 1:20) to afford pure ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate (0.7 g, 45% yield) using dichloromethane/methanol (98:2) as eluent. The product was characterized by 1H NMR (CDCl3): δ 0.96 (d, 3H, J = 6.50 Hz, CH3-4); 1.15 (m, 1H, H-5a); 1.32 (t, 3H, J = 7.2 Hz, CH3CH2); 1.42-1.54 (m, 1H, H-3); 1.5-1.69 (m, 2H, H-4, H-5b) ; 2.00-2.11 (m, 2H, H-3b and NH); 2.87 (m, 2H, H-6); 3.65 (m, 1H, H-2); 4.21 (q, 2H, J = 7.2 Hz, CH2CH3). Specific optical rotation [α]20D = -22 (c 5, ethanol) (enantiomeric excess value e.e. = +24).

References

[1] Tetrahedron Asymmetry, 2011, vol. 22, # 16-17, p. 1626 - 1631
[2] Patent: CN107043347, 2017, A. Location in patent: Paragraph 0029; 0030; 0031; 0032-0034; 0039-0044; 0046; 0048

Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate synthesis

Synthesis of Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate from 2-Piperidinecarboxylic acid, 4-methyl-1-[(1S)-1-phenylethyl]-, ethyl ester, (2R,4R)-

Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate Preparation Products And Raw materials

Raw materials

2-Piperidinecarboxylic acid, 4-methyl-1-[(1S)-1-phenylethyl]-, ethyl ester, (2R,4R)- Palladium hydroxide Hydrogen Carbon Nanotube Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate L-(+)-tartarate

Ethanol

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Preparation Products

Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate Suppliers

Global Suppliers ( 230)

Supplier	Tel	Email	Country	ProdList	Advantage
Xeon Biopharmaceutical Limited	0512-67302433	3223436747@qq.com	China	20	55
Shandong RuiYue Biotechnology Co., Ltd.	0531-88581623 18805314509	1456922171@126.com	China	63	50
Beijing Faith-zone Pharmaceutical Technology Co.,Ltd	--	2848440175@qq.com	China	24	58
Bayee Biotech (Anqing) Co., Ltd.	0556-5032306 18917961636	wtx@bayeebio.com	China	145	61
J & K SCIENTIFIC LTD.	18210857532 18210857532	jkinfo@jkchemical.com	China	96815	76
Chemvon Biotechnology Co., Ltd	021-50790412	info@chemvon.com	China	371	57
Beijing HwrkChemical Technology Co., Ltd	89508211 18501085097	sales.bj@hwrkchemical.com	China	9407	55
Energy Chemical	400-0056266	sales8178@energy-chemical.com	China	44850	61
Pure Chemistry Scientific Inc.	001-857-928-2050 or 1-888-588-9418	sales@chemreagents.com	United States	10174	62
Adamas Reagent, Ltd.	400-6009262 15618770481	yhx@titansci.com	China	14098	59

Supplier	Advantage
Xeon Biopharmaceutical Limited	55
Shandong RuiYue Biotechnology Co., Ltd.	50
Beijing Faith-zone Pharmaceutical Technology Co.,Ltd	58
Bayee Biotech (Anqing) Co., Ltd.	61
J & K SCIENTIFIC LTD.	76
Chemvon Biotechnology Co., Ltd	57
Beijing HwrkChemical Technology Co., Ltd	55
Energy Chemical	61
Pure Chemistry Scientific Inc.	62
Adamas Reagent, Ltd.	59

View Latest Price from Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2025-04-04	Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate 74892-82-3		1kg	98%	1Ton	Henan Aochuang Chemical Co.,Ltd.
2022-02-26	Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate 74892-82-3		1KG	98%	100	Jinan Ande Pharmaceutical Co.,Ltd.
2021-07-13	Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate 74892-82-3	$10.00-15.00	1KG	99%+ HPLC		Zhuozhou Wenxi import and Export Co., Ltd

Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate
74892-82-3
98%
Henan Aochuang Chemical Co.,Ltd.

Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate
74892-82-3
98%
Jinan Ande Pharmaceutical Co.,Ltd.

Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate
74892-82-3
$10.00-15.00
99%+ HPLC
Zhuozhou Wenxi import and Export Co., Ltd

Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate Spectrum

Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate(74892-82-3)¹HNMR

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Argatroban monohydrate Metsulfuron methyl Methyl

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(2R,4R)4-methylpiperidecarboxylicacid (2R,4R)-ETHYL 4-METHYLPIPERIDINE-2-CARBOXYLATE (2R,4R)-4-METHYL-2-PIPERIDINECARBOXYLATE (2R,4R)-4-Methyl-2-piperidinecarboxylic Acid Ethyl Ester ethyl (2r,4r)-4-methyl-2-piperidinecarboxylate (2R-trans)-4-Methyl-2-piperidinecarboxylic Acid Ethyl Ester Ethyl (2R,4R)-4-Methylpipecolate ethyl (2R,4R)-4-Methylpiperidine-2-carboxylate (2R,4R)-4-Methyl-2-piperidinecarboxylate, ee: 96% Argatraban Intermediate -1 (2R,4R)-4-Methyl-2-piperidinecarboxylate, 98%, ee: 96% Argatroban Impurity 49 2-Piperidinecarboxylic acid, 4-methyl-, ethyl ester, (2R,4R)- 4R)-4-methyl-2-piperidinecarboxylate Ethyl (2R Agaquban SM1 74892-82-3 Heterocycle-other series Chiral Reagents Heterocycles Intermediates & Fine Chemicals Pharmaceuticals