917752-46-6

Upstream product

• 1337981-93-7 C₁₄H₂₇BrO₄Si 
• 603-35-0 triphenylphosphine 
• 430434-51-8 (R)-ethyl 3-(tert-butyldimethylsilyloxy)hex-5-enoate 
• 197899-19-7 (2R)-1-chloro-2-hydroxy-4-pentene 
• 181272-46-8 (2R)-1-cyano-2-hydroxy-4-pentene 
• 121772-40-5 (R)-ethyl 3-hydroxyhex-5-enoate 
• 1337981-91-5 C₁₄H₂₉BrO₄Si 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 32328-03-3 diethyl 3-hydroxyglutarate 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 91967-12-3 ethyl 3-acetoxypentanedioate 
• 95310-88-6 (3R)-5-ethoxy-3-hydroxy-5-oxopentanoic acid 
• 113036-11-6 (3R)-3-(acetyloxy)-5-ethoxy-5-oxopentanoic acid 

Downstream Products

• 1260620-82-3 3-(tert-butyl-dimethyl-silanyloxy)-7-[2-(4-fluorophenyl)-4-isopropyl-5-(4-methyl-benzylcarbamoyl)-2H-pyrazol-3-yl]-5-oxo-hept-6-enoic acid ethyl ester 

Relevant academic research and scientific papers

Integrated Biocatalysis in Multistep Drug Synthesis without Intermediate Isolation: A de Novo Approach toward a Rosuvastatin Key Building Block

In this contribution, we report the chemoenzymatic preparation of a key building block for the active pharmaceutical ingredient rosuvastatin, one of the "top 5 blockbuster drugs" with a worldwide market value of 6.25 billion USD in 2012, via a seven-step synthesis without isolation of intermediates and with incorporation of two highly efficient biotransformations. This chemoenzymatic process reaches excellent space-time yields by using high substrate concentrations (several hundred grams per liter), emphasizing the potential of biocatalysis for industrial processes related to pharmaceutical drug synthesis and the compatibility of enzyme chemistry with classical organic synthesis.

ROSUVASTATIN CALCIUM INTERMEDIATE AND PREPARATION METHOD THEREOF

A rosuvastatin calcium intermediate as shown by Formula I is prepared as follow: a) subjecting chloroethylene, magnesium and R-epoxy chloropropane to Grignard reaction, b) adding sodium cyanide for nucleophilic substitution reaction, c) adding alcohol for alcoholysis reaction, d) adding alkaline solvent for hydroxyl protection, e) subjecting the mixture to oxidation reaction, f) adding triphenyl phosphorus and subjecting to Wittig reaction in the presence of alkali to obtain the compound of formula I. The method has moderate reaction conditions, is convenient and stable and can be applied to industrial production.

ROSUVASTATIN CALCIUM INTERMEDIATE AND METHOD FOR PREPARING THE SAME

A method for preparing a rosuvastatin calcium intermediate, including a) contacting a halogenated ethene with magnesium metal to obtain a halogenated ethene Grignard reagent, and carrying out a Grignard reaction between the halogenated ethene Grignard reagent and R-epichlorohydrin; b) adding sodium cyanide for carrying out a nucleophilic substitution reaction; c) adding alcohol for carrying out an alcoholysis reaction; d) adding a basic solvent for carrying out protection of a first hydroxyl group; e) selectively oxidizing a second hydroxyl group; and f) adding triphenylphosphine in alkaline condition for carrying out a Wittig reaction.