1213234-53-7

Basic information

• Product Name: 1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside
• Synonyms: 1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside
• CAS NO: 1213234-53-7
• Molecular Weight: 600.747
• Mol File: 1213234-53-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside(1213234-53-7)
• EPA Substance Registry System: 1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside(1213234-53-7)

Safety Data

• Hazardous Substances Data: 1213234-53-7(Hazardous Substances Data)

Upstream product

• 492-62-6 alpha-D-glucopyranose 
• 3282-30-2 pivaloyl chloride 
• 2280-44-6 D-Glucose 

Downstream Products

• 81058-27-7 2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosyl bromide 
• 842133-18-0 canagliflozin 
• 461432-26-8 dapagliflozin 

Relevant articles and documents

Pivaloyl-protected glucosyl iodide as a glucosyl donor for the preparation of β-C-glucosides

A method for the selective synthesis of β-C-glucosides using α-D-tetra-O-pivaloylglucosyl iodide as a glucosyl donor is reported. Its diastereoselectivity differs from that of the respective acetyl-protected glucosyl bromide, as it reported in the literature under similar reaction conditions. The concentration of the catalyst, the solvent and the type of additive used are crucial factors that determine the reaction selectivity. This method has been applied in a short synthesis of dapagliflozin. The stability of α-D-tetra-O-pivaloylglucosyl iodide in CDCl3 and THF at reflux was also studied. All side products in the coupling and decomposition reactions were isolated and characterized, and possible pathways for their formation are proposed.

PROCESS FOR THE PREPARATION OF COMPOUNDS USEFUL AS INHIBITORS OF SGLT2

The present invention is directed to a novel process for the preparation of compounds of formula (I) and pharmaceutically acceptable salts and solvates thereof; comprising: reacting a compound of formula (V) wherein LG1 is a leaving group, with a mixture of a zinc salt and an organo-lithium reagent; in a first hydrocarbon solvent; at a temperature in the range of from about -78°C to about room temperature; to yield a mixture of the corresponding compound of formula (VI), wherein M1 is lithium, and the zinc salt; admixing to the mixture of the compound of formula (VI) and the zinc salt, a first ether solvent; to yield the corresponding compound of formula (VII), wherein M2 is a reactive zinc species.

1,2-Trans-selective synthesis of glycosyl boranophosphates and their utility as building blocks for the synthesis of phosphodiester-linked disaccharides

Figure Presented A highly 1,2-trans-selective synthesis of glycosyl boranophosphate derivatives by glycosylation of dimethyl boranophosphate with glycosyl iodides was developed. A study on the reaction mechanism indicated that the stereoselectivity of the