408504-26-7

Basic information

• Product Name: SERGLIFLOZIN
• Synonyms: SERGLIFLOZIN;2-[(4-Methoxyphenyl)methyl]phenyl-beta-D-glucopyranoside-6-(ethyl carbonate);Sergliflozin etabonate;β-D-Glucopyranoside,2-[(4-Methoxyphenyl)Methyl]phenyl,6-(ethyl carbonate);QLXKHBNJTPICNF-QMCAAQAGSA-N
• CAS NO: 408504-26-7
• Molecular Formula: C23H28O9
• Molecular Weight: 448.46
• Mol File: 408504-26-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 611.532 °C at 760 mmHg
• Flash Point: 206.764 °C
• Appearance: /
• Density: 1.312
• PKA: 12.74±0.70(Predicted)
• CAS DataBase Reference: SERGLIFLOZIN(CAS DataBase Reference)
• NIST Chemistry Reference: SERGLIFLOZIN(408504-26-7)
• EPA Substance Registry System: SERGLIFLOZIN(408504-26-7)

Safety Data

• Hazardous Substances Data: 408504-26-7(Hazardous Substances Data)

Usage

Uses

Treatment of type 2 diabetes.

Upstream product

• 108-95-2 phenol 
• 18733-07-8 (2-hydroxyphenyl)(4-methoxyphenyl)methanone 
• 360775-87-7 2-[(4-methoxyphenyl)methyl]phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 92052-29-4 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl trichloroacetimidate 
• 100-66-3 methoxybenzene 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 37155-50-3 2-(4-methoxybenzyl)phenol 
• 360775-96-8 Sergliflozin A 
• 541-41-3 chloroformic acid ethyl ester 
• 3947-62-4 2,3,4,5-tetra-O-acetyl-D-glucopyranose 
• 604-69-3 β-D-glucose pentaacetate 
• 824-94-2 p-methoxybenzyl chloride 
• 77-92-9 citric acid 
• 1609-47-8 diethyl dicarbonate 

Relevant articles and documents

An efficient and practical preparation of a potent low-affinity na+-dependent glucose cotransporter (SGLT2) inhibitor, sergliflozin etabonate

The development of an efficient and practical process for the preparation of Sergliflozin etabonate (1), a prodrug of a novel selective low-affinity Na+-dependent glucose cotransporter (SGLT2) inhibitor, Sergliflozin (2), is described. Its development required a suitable process for large-scale manufacturing. We established a chromatography-free approach for 2-[(4-methoxyphenyl)methyl]phenol (5), the efficient O-glycosylation of 5 with penta-O-acetyl-β-D-glucopyranose (7) without using a trichloroacetimidate intermediate (9), and efficient reaction conditions to introduce an ethoxycarbonyl group onto the primary alcohol of 2 with high selectivity. This process provided 1 with a 45% overall yield from anisole (10).

Glucopyranosyloxybenzylbenzene derivatives and medicinal compositions containing the same

The present invention relates to glucopyranosyloxybenzylbenzene derivatives represented by the general formula: wherein P represents a group forming a prodrug; and R represents a lower alkyl group, a lower alkoxy group, a lower alkylthio group, a lower al