1528636-28-3

Upstream product

• 461432-23-5 4-bromo-1-chloro-2-[(4-ethoxyphenyl)methyl]benzene 
• 714269-57-5 (2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 32469-28-6 (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one 
• 75-77-4 chloro-trimethyl-silane 
• 67-56-1 methanol 

Downstream Products

• 714269-57-5 (2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol 
• 1528636-29-4 ((2R,3R,4S,5R,6S)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-methoxy-3,4,5-tris-(trimethylsilyloxy)tetrahydro-2H-pyran-2-yl)methanol 
• 1528636-33-0 (2S,3R,4S,5R,6S)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-methoxy-3,4,5-tris-(trimethylsilyloxy)tetrahydro-2H-pyran-2-carbaldehyde 
• 1528636-39-6 (2S,3R,4S,5S)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6,6-bis(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 1210344-57-2 Ertugliflozin 

Relevant academic research and scientific papers

Development of an early-phase bulk enabling route to sodium-dependent glucose cotransporter 2 inhibitor ertugliflozin

The development and optimization of a scalable synthesis of sodium-dependent glucose cotransporter 2 inhibitor, ertugliflozin, for the treatment of type-2 diabetes is described. Highlights of the chemistry are a concise, four-step synthesis of a structurally complex API from known intermediate 4 via persilylation-selective monodesilylation, primary alcohol oxidation, aldol-crossed-Cannizzaro reaction, and solid-phase acid-catalyzed bicyclic ketal formation. The final API was isolated as the Lpyroglutamic acid cocrystal.

Preparation method for polyhydroxy carbohydrate compound

The invention discloses a preparation method and post-treatment method for a trimethylsilyl protecting group of a polyhydroxy carbohydrate compound. According to the preparation method, a reaction occurs by taking the polyhydroxy carbohydrate compound as a raw material, dichloromethane, tetrahydrofuran, methylbenzene and methyl tert-butyl ether as solvents and a halogen elementary substance or a halogen-containing trimethyl reagent as a catalyst; then a protecting group compound is added, and the temperature is controlled to be 0-60 DEG C; and finally, an adsorbent is added into a reaction solution, and filtering is performed to obtain the product. The simple-to-operate preparation method for the trimethylsilyl protecting groups on polyhydroxy saccharide and a polyhydroxy natural product has the advantages that the raw and auxiliary materials are few; the cost is low; post-treatment is simple; a way of post-treatment with water is avoided; and the used catalyst is completely removed byadopting the multi-pore activated carbon and multi-pore ion resin, thus guaranteeing the stability increase of the product.

Preparation method of synthesis ertugliflozin intermediate

The invention discloses a preparation method of a synthesis ertugliflozin ( Ertugliflozin, compound VII) intermediate as shown in a formula I. The Ertugliflozin is a medicine for treating diabetes mellitus type 2, jointly developed by Merck and Pfizer, and is a bran-new glucose sodium transport protein inhibitor(SGLT-2). The invention provides a preparation route method, and the method has the defects of being long in route, high in analysis difficulty, low in yield and the like. The preparation method comprises the following steps of protecting the compound II with TMS, performing oxidation,and performing disproportionation to generate a compound I. The preparation method for synthesis of the compound I is high in yield, simple and convenient to operate and low in cost, and is suitable for industrial mass production. A new way is provided for preparation of the ertugliflozin.