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

Product Name: Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate
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
Formula Weight: 171.24
MOL File: 74892-82-3.mol

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

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)
form: Oil
pka: 6.65±0.10(Predicted)
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)

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Safety

HS Code: 29333990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H227Combustible liquid

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: E924630
Product name: Ethyl(2R,4R)-4-Methylpipecolate
Packaging: 1g
Price: $130
Updated: 2021/12/16

TRC

Product number: E924630
Product name: Ethyl(2R,4R)-4-Methylpipecolate
Packaging: 5g
Price: $450
Updated: 2021/12/16

TRC

Product number: E924630
Product name: Ethyl(2R,4R)-4-Methylpipecolate
Packaging: 500mg
Price: $80
Updated: 2021/12/16

Matrix Scientific

Product number: 119145
Product name: (2R,4R)-Ethyl 4-methylpiperidine-2-carboxylate
Purity: 95+%
Packaging: 1g
Price: $115
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: API0004857
Product name: ETHYL (2R,4R)-4-METHYL-2-PIPERIDINECARBOXYLATE
Purity: 95.00%
Packaging: 100MG
Price: $808.5
Updated: 2021/12/16

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

Chemical Properties

light yellow solution

Uses

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

Synthesis

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 Preparation Products And Raw materials

Raw materials

Preparation Products

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

Canada 2 China 192 India 6 United Kingdom 3 United States 16 Global 219

Eurolabs Limited

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Fluorochem Ltd

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Fluorochem Ltd.

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

Henan Aochuang Chemical Co.,Ltd.

Product: Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate 74892-82-3
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-22

Jinan Ande Pharmaceutical Co.,Ltd.

Product: Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate 74892-82-3
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 100
Release date: 2022-02-26

Zhuozhou Wenxi import and Export Co., Ltd

Product: Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate 74892-82-3
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

74892-82-3, Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylateRelated Search:

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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

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