952340-38-4

Basic information

• Product Name: Desacetyl 2-O-tert-ButyldiMethylsilyl Prasugrel
• Synonyms: Desacetyl 2-O-tert-ButyldiMethylsilyl Prasugrel
• CAS NO: 952340-38-4
• Molecular Formula: C₂₄H₃₂FNO₂SSi
• Molecular Weight: 445.6652832
• Product Categories: Aromatics;Heterocycles;Metabolites & Impurities;Sulfur & Selenium Compounds;Aromatics, Heterocycles, Metabolites & Impurities, Sulfur & Selenium Compounds
• Mol File: 952340-38-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 486.3±45.0 °C(Predicted)
• Appearance: /
• Density: 1.167±0.06 g/cm3(Predicted)
• Solubility: Aceton, Chloroform, Dichloromethane, Dimethyl Formamide, Ethyl Acetate
• PKA: 3?+-.0.20(Predicted)
• CAS DataBase Reference: Desacetyl 2-O-tert-ButyldiMethylsilyl Prasugrel(CAS DataBase Reference)
• NIST Chemistry Reference: Desacetyl 2-O-tert-ButyldiMethylsilyl Prasugrel(952340-38-4)
• EPA Substance Registry System: Desacetyl 2-O-tert-ButyldiMethylsilyl Prasugrel(952340-38-4)

Safety Data

• Hazardous Substances Data: 952340-38-4(Hazardous Substances Data)

Usage

Uses

Intermediate in the preparation of Prasugrel (P701150) and its metabolites.

Upstream product

• 178688-43-2 α-cyclopropylcarbonyl-2-fluorobenzyl chloride 
• 178688-33-0 2-(tert-butyldimethylsilyloxy)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine.p-toluenesulfonate 
• 204205-33-4 2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone 
• 109904-37-2 5,6,7,7a-tetrahydrothieno[3,2-c]pyridine-2(4H)-one monohydrochloride 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 109904-26-9 5-triphenylmethyl-2-oxo-2,4,5,6,7,7a-hexahydrothieno[3,2-c]pyridine 
• 115473-15-9 5,6,7,7a-tetrahydro-thieno[3,2-c]pyridin-2(4H)-one hydrochloride 
• 109904-25-8 N-trityl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine 
• 326-62-5 2-fluorophenyl acetonitrile 
• 345-35-7 2-fluorobenzyl chloride 
• 150322-73-9 1-cyclopropyl-2-(2-fluorophenyl)ethanone 
• 178688-49-8 5,6,7,7a-tetrahydro-4H-thieno[3,2-c]pyridin-2-one p-toluenesulfonate 
• 952340-39-5 5,6,7,7a-tetrahydro-4H-thieno[3,2-c]pyridine-2-one p-toluenesulfonate 

Downstream Products

• 150322-43-3 prasugel 
• 150322-38-6 5-(2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl)-5,6,7,7a-tetrahydrothieno[3,2-c]pyridin-2(4H)-one 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF PRASUGREL AND SEVERAL NOVEL CRYSTALLINE FORMS OF PRASUGREL HYDROCHLORIDE

Disclosed herein are a process or method for the preparation of prasugrel and several novel crystalline forms of prasugrel hydrochloride. The process comprises preparation of prasugrel by acetylation in solvents which have low boiling point and/or low toxicity, and the process not only avoids using solvents which have high boiling point and/or high toxicity such as toluene, acetonitrile and so on, but also resolves the problem about thermal instability of prasugrel, and the loss of prasugrel is reduced, as well as the yield is raised. The yield of prasugrel is higher than 85% and the purity is higher than 99.5%. The process can prepare prasugrel and its pharmaceutically acceptable salts. The novel crystalline forms of prasugrel hydrochloride are crystalline form H1, H2 and H3, and their performance in oral absorbability, activating metabolism and inhibiting platelet aggregation is excellent. They have a low toxicity and good thermal stability, and are applicable to the preparation of a drug for preventing or treating diseases caused by thrombosis or embolism.

AN IMPROVED PROCESS FOR THE PREPARATION OF PRASUGREL HYDROCHLORIDE AND ITS INTERMEDIATES

The present invention provides an improved process for the preparation of prasugrel and its pharmaceutical acceptable salt. Prasugrel chemically known as 2-acetoxy-5-(a- cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]-pyridine or 5-[2- cyclopropyl-l-(2-fluorophenyl)-2-oxoethyl]-4,5,6,7-tetrahydrothieno[3,2,-c]pyridine- 2yl acetate and having the structural formula (I) and its pharmaceutically acceptable salts. The present invention also provides an improved process for the preparation of cyclopropyl 2-fluorobenzyl ketone, 2-Fluoro-a-cyclopropyl carbonylbenzyl bromide, 5,6,7,7a Tetrahydro-4H- theino-[3,2-c]- pyridone-2 p-toluenesulfonate and its hydrochloride salt.

PRASUGREL SALTS WITH IMPROVED PROPERTIES

Acid addition salts of 2-acetoxy-5-(α-cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine with sulfuric acid or sulfonic acids, pharmaceutical compositions comprising the same and processes for the production thereof. The acid addition salts have a low toxicity.