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

Base Information

• Chemical Name: (S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran
• CAS No.: 915095-94-2
• Molecular Formula: C17H16ClIO2
• Molecular Weight: 414.67
• European Community (EC) Number: 619-599-0
• DSSTox Substance ID: DTXSID20893799
• Nikkaji Number: J3.321.729C
• Wikidata: Q72452532
• Mol file: 915095-94-2.mol

Synonyms:915095-94-2;(S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran;(3S)-3-{4-[(2-chloro-5-iodophenyl)methyl]phenoxy}oxolane;(s)-4-iodo-1-chloro-2-(4-tetrahydrofuran-3-yloxy-benzyl)-benzene;3-[4-[(2-Chloro-5-iodophenyl)methyl]phenoxy]tetrahydro-furan;(3S)-3-[4-[(2-Chloro-5-iodophenyl)methyl]phenoxy]tetrahydro-furan;(3S)-3-[4-[(2-chloro-5-iodophenyl)methyl]phenoxy]oxolane;(3S)-3-(4-(2-chloro-5-iodobenzyl)phenoxy)tetrahydrofuran;MFCD28098707;C17H16ClIO2;SCHEMBL1647749;DTXSID20893799;(S)-3-(4-(2-Chlor-5-iod-benzyl)-phenoxy)-tetrahydro-furan;AMY16483;BCP11842;AKOS024462514;DS-9823;CS-0010416;P14530;A854816;(S)-3-(4-(2-chloro-5-iodobenzyl)phenoxy)-tetrahydrofuran

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

Chemical Property:

• Boiling Point: 476.0±45.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.578±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 4.70310
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 413.98836
• Heavy Atom Count: 21
• Complexity: 320

Purity/Quality:

≥98.0% ^*data from raw suppliers

(3S)-3-{4-[(2-Chloro-5-iodophenyl)methyl]phenoxy}oxolane 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCC1OC2=CC=C(C=C2)CC3=C(C=CC(=C3)I)Cl
• Isomeric SMILES: C1COC[C@H]1OC2=CC=C(C=C2)CC3=C(C=CC(=C3)I)Cl
• Uses: (3S)-3-[4-[(2-Chloro-5-iodophenyl)methyl]phenoxy]tetrahydrofuran 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.

Technology Process of (S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran

There total 22 articles about (S)-3-(4-(2-Chloro-5-iodobenzyl)phenoxy)tetrahydrofuran which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

(S)-(2-chloro-5-iodophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone (915095-87-3) → (3S)-3-[4-[(2-chloro-5-iodophenyl)methyl]phenoxy]tetrahydrofuran (915095-94-2)

Guidance literature:

With aluminum (III) chloride; 1,1,3,3-Tetramethyldisiloxane; In toluene; at 0 - 23 ℃; for 2.5h;

DOI:10.1021/ol501755h

Reference yield: 90.1%

4-(2-chloro-5-iodobenzyl)phenol (1459754-32-5) + toluene-4-sulfonic acid (S)-(tetrahydrofuran-3-yl)ester (112052-11-6) → (3S)-3-[4-[(2-chloro-5-iodophenyl)methyl]phenoxy]tetrahydrofuran (915095-94-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; potassium iodide; In acetonitrile; at 50 - 55 ℃; Large scale;

Reference yield: 75.2%

(S)-3-(4-(5-iodo-2-aminobenzyl)phenoxy)tetrahydrofuran → (3S)-3-[4-[(2-chloro-5-iodophenyl)methyl]phenoxy]tetrahydrofuran (915095-94-2)

Guidance literature:

(S)-3-(4-(5-iodo-2-aminobenzyl)phenoxy)tetrahydrofuran; With hydrogenchloride; sodium nitrite; In water; at -10 - 0 ℃; for 2.5h;

With hydrogenchloride; copper(l) chloride; In water; at 20 - 80 ℃; for 3h;

upstream raw materials:

(S)-(2-chloro-5-iodophenyl)(4-((tetrahydrofuran-3-yl)oxy)phenyl)methanone

fluorobenzene

2-chloro-5-iodobenzoic acid

(2-chloro-5-iodophenyl)(4-fluorophenyl)methanone

Downstream raw materials:

(2S,3R,4S,5S,6R)-2-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

empagliflozin

(2S,3R,4S,5R,6R)-6-(acetoxymethyl)-2-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-(((S)-tetrahydrofuran-3-yl)oxy)benzyl)phenyl)tetrahydro-2H-pyran-3,4,5-trityl triacetate