(S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran Chemical Properties

Boiling point:

476.0±45.0 °C(Predicted)

Density 

1.578±0.06 g/cm3 (20 ºC 760 Torr)

storage temp. 

2-8°C(protect from light)

solubility 

DMSO, Methanol (Slightly, Sonicated)

form 

Solid

color 

White to Off-White

InChI

InChI=1S/C17H16ClIO2/c18-17-6-3-14(19)10-13(17)9-12-1-4-15(5-2-12)21-16-7-8-20-11-16/h1-6,10,16H,7-9,11H2/t16-/m0/s1

InChIKey

YLUHNGIWRCCQMQ-INIZCTEOSA-N

SMILES

O1CC[C@H](OC2=CC=C(CC3=CC(I)=CC=C3Cl)C=C2)C1

CAS DataBase Reference

915095-94-2

(S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran Usage And Synthesis

Physical Form

Solid

Uses

(3S)-3-[4-[(2-Chloro-5-iodophenyl)methyl]phenoxy]tetrahydrofuran(915095-94-2) can be used as reactant/reagent in preparation of C-?aryl D-?glurofuranoside compounds useful as reference compounds in the quality control of gliflozin type medicine.

Description

(S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran is a pharmaceutical intermediate compound that is used in the preparation of empagliflozin. Empagliflozin is an inhibitor of sodium-glucose co-transporter protein-2 (SGLT2), which is used in the treatment of type 2 diabetes.

Preparation

0.5 mol of (S)-(2-chloro-5-iodophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone and 0.6 mol of aluminum chloride were added to 2 mol of methanol at a temperature of 20° C, and then 0.6 mol of triethylsilane was added to the mixed solution. The mixture was stirred at 25° C for 1 h.The conversion is determined by HPLC analysis. After the reaction is complete, it is extracted and distilled under reduced pressure.Finally, (3S)-3-[4-[(2-Chloro-5-iodophenyl)methyl]phenoxy]tetrahydro-furan (also known as (S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran) was obtained through purification.

(S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran(915095-94-2)Related Product Information

• (S)-(5-broMo-2-chlorophenyl)(4-(tetrahydrofuran-3-yloxy)phenyl)Methanone
• (3S,4R)-4-(4-Fluorophenyl)-3-hydroxymethyl-1-methylpiperidine
• Thiazole
• Copper(II) chloride dihydrate
• Tetrahydrofuran
• Dimethyl fumarate
• 1-Propanol
• Brexpiprazole Intermediate 1
• (R)-3-(p-toluenesulfonyl) oxytetrahydrofuran
• Empagliflozin
• (S)-(+)-3-Hydroxytetrahydrofuran
• 4-(5-broMo-2-chlorobenzyl)phenol
• (3S)-3-[4-[(5-Bromo-2-chlorophenyl)methyl]phenoxy]tetrahydrofuran
• Benzo[b]thiophene, 2-[(5-broMo-2-fluorophenyl)Methyl]-
• (2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone
• (2S,3R,4S,5S,6R)-2-(3-(4-((S)-tetrahydrofuran-3-yloxy)benzyl)-4-chlorophenyl)-tetrahydro-6-(hydroxyMethyl)-2-Methoxy-2H-pyran-3,4,5-triol
• 2,3,4,6-Tetra-O-benzyl-a-D-glucopyranosylbromide
• (2-Chloro-5-iodophenyl)(4-fluorophenyl)methanone