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651324-04-8

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  • 1-Cyclohexene-1-carboxylic acid, 5-[(1,1-dimethylethyl)amino]-3-(1-ethylpropoxy)-4-hydroxy-, ethyl ester, (3R,4S,5R)-

    Cas No: 651324-04-8

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  • Standardpharm Co. Ltd.
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651324-04-8 Usage

General Description

The chemical "1-Cyclohexene-1-carboxylic acid, 5-[(1,1-dimethylethyl)amino]-3-(1-ethylpropoxy)-4-hydroxy-, ethyl ester, (3R,4S,5R)-" is a specific stereoisomer of a compound that is used in medicinal research and potentially pharmaceutical applications. The chemical structure includes a cyclohexene ring with a carboxylic acid group, a hydroxy group, an ethyl ester, and an amino group with a tert-butyl substituent. The stereochemistry is specified as (3R,4S,5R), indicating the spatial arrangement of the substituents. 1-Cyclohexene-1-carboxylic acid, 5-[(1,1-dimethylethyl)amino]-3-(1-ethylpropoxy)-4-hydroxy-, ethyl ester, (3R,4S,5R)- may have potential as a pharmaceutical agent or as a starting material for synthesis of related compounds with biological activity. The specific stereochemical arrangement may be important for its biological activity and potential as a drug candidate.

Check Digit Verification of cas no

The CAS Registry Mumber 651324-04-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,5,1,3,2 and 4 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 651324-04:
(8*6)+(7*5)+(6*1)+(5*3)+(4*2)+(3*4)+(2*0)+(1*4)=128
128 % 10 = 8
So 651324-04-8 is a valid CAS Registry Number.

651324-04-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl (3R,4S,5R)-5-N-(1,1-dimethylethyl)amino-3-(1-ethylpropoxy)-4-hydroxy-1-cyclohexene-1-carboxylate

1.2 Other means of identification

Product number -
Other names ethyl (3R,4S,5R)-5-N-(1,1-dimethylethyl)amino-3-(1-ethylpropoxy)-4-hydroxy-cyclohexene-1-carboxylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:651324-04-8 SDS

651324-04-8Relevant articles and documents

Preparation method of oseltamivir phosphate key intermediate hydrochloride

-

Paragraph 0023; 0025; 0026, (2021/08/21)

The invention relates to the technical field of drug synthesis, and particularly discloses a preparation method of oseltamivir phosphate key intermediate hydrochloride, which comprises the following steps: reacting tert-butylamine with epoxide under the condition of taking anhydrous magnesium chloride as a catalyst to generate an intermediate product A; adding methanesulfonyl chloride and triethylamine to generate an intermediate product B; adding diallylamine and benzenesulfonic acid to generate an intermediate product C, and adding acetic anhydride and anhydrous sodium acetate to generate an intermediate product D; and preparing an intermediate product D ethanol solution, dropwise adding the intermediate product D ethanol solution into a saturated hydrogen chloride ethanol solution, conducting stirring, conducting standing, carrying out suction filtration, conducting washing, conducting pulping, carrying out suction filtration, and conducting drying. According to the preparation method disclosed by the invention, oseltamivir phosphate key intermediate hydrochloride is successfully separated and obtained, and the yield is relatively high.

Research and Development of a Second-Generation Process for Oseltamivir Phosphate, Prodrug for a Neuraminidase Inhibitor

Harrington, Peter J.,Brown, Jack D.,Foderaro, Tommaso,Hughes, Robert C.

, p. 86 - 91 (2013/09/04)

A second-generation manufacturing process from a shikimic acid-derived epoxide to oseltamivir phosphate features a magnesium chloride - amine complex-catalyzed ring opening of the epoxide by tert-butylamine, a selective O-sulfonylation of the resulting tert-butylamino alcohol, a surprisingly efficient cleavage of a tert-butyl group from an aliphatic tert-butylamide, and the isolation of oseltamivir phosphate from a palladium-catalyzed allyl transfer reaction mixture. The overall yield from the epoxide to oseltamivir phosphate has been increased from 27 to 29% or 35-38% for two previous processes, respectively, to 61%.

The synthetic development of the anti-influenza neuraminidase inhibitor oseltamivir phosphate (Tamiflu): A challenge for synthesis & process research

Abrecht, Stefan,Harrington, Peter,Iding, Hans,Karpf, Martin,Trussardi, Rene,Wirz, Beat,Zutter, Ulrich

, p. 621 - 629 (2007/10/03)

The evolution of the synthesis of oseltamivir phosphate (Tamiflu), used for the oral treatment and prevention of influenza virus infections (viral flu) is described. Oseltamivir phosphate is the ethyl ester prodrug of the corresponding acid, a potent and selective inhibitor of influenza neuraminidase. The discovery chemistry route and scalable routes used for kilo laboratory production as well as the technical access to oseltamivir phosphate from (-)-shikimic acid proceeding via a synthetically well-developed epoxide building block followed by azide transformations are reviewed. Synthesis and process research investigations towards azide-free conversions of the key epoxide building block to oseltamivir phosphate are discussed. The search for new routes to oseltamivir phosphate independent of shikimic acid including Diels-Alder approaches and transformations of aromatic rings employing a desymmetrization concept are presented in view of large-scale production requirements.

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