D-Glucopyranoside, Methyl 1-C-[3-[[5-(4-fluorophenyl)-2-thienyl]Methyl]-4-Methylphenyl]-

Base Information

• Chemical Name: D-Glucopyranoside, Methyl 1-C-[3-[[5-(4-fluorophenyl)-2-thienyl]Methyl]-4-Methylphenyl]-
• CAS No.: 1030825-21-8
• Molecular Formula: C25H27FO6S
• Molecular Weight: 474.55
• Mol file: 1030825-21-8.mol

Synonyms:D-Glucopyranoside, methyl 1-C-[3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl]-;

Chemical Property of D-Glucopyranoside, Methyl 1-C-[3-[[5-(4-fluorophenyl)-2-thienyl]Methyl]-4-Methylphenyl]-

Chemical Property:

• Boiling Point: 644.5±55.0 °C(Predicted)
• PKA: 12.73±0.70(Predicted)
• PSA: 127.62000
• Density: 1.41±0.1 g/cm3(Predicted)
• LogP: 2.72640
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(3R,4S,5S,6R)-2-(3-((5-(4-Fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of D-Glucopyranoside, Methyl 1-C-[3-[[5-(4-fluorophenyl)-2-thienyl]Methyl]-4-Methylphenyl]-

There total 12 articles about D-Glucopyranoside, Methyl 1-C-[3-[[5-(4-fluorophenyl)-2-thienyl]Methyl]-4-Methylphenyl]- 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: 93.7%

methanol (67-56-1) + (2-(4-fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene) (898566-17-1) + (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one (32469-28-6,55515-28-1,55515-29-2,32384-65-9) → methyl 1-C-(3-{[5-(4-fluorophenyl)-2-thienyl]methyl}-4-methyl-phenyl)-D-glucopyranoside (1030825-21-8)

Guidance literature:

(2-(4-fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene); With magnesium; In tetrahydrofuran; at 0 - 25 ℃; Inert atmosphere;

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

methanol; With methanesulfonic acid; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

Reference yield: 93.7%

3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide (1030825-20-7) + (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one (32469-28-6,55515-28-1,55515-29-2,32384-65-9) → methyl 1-C-(3-{[5-(4-fluorophenyl)-2-thienyl]methyl}-4-methyl-phenyl)-D-glucopyranoside (1030825-21-8)

Guidance literature:

3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide; With sec-butylmagnesium chloride lithium chloride; In tetrahydrofuran; at -25 - -20 ℃; for 1h; Inert atmosphere;

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one; In tetrahydrofuran; at -25 - -20 ℃; for 2h; Inert atmosphere;

With methanesulfonic acid; In tetrahydrofuran; methanol; at -5 - 5 ℃; for 18h; Reagent/catalyst; Temperature; Inert atmosphere;

Reference yield: 92.1%

methanol (67-56-1) + 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide (1030825-20-7) + (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one (32469-28-6,55515-28-1,55515-29-2,32384-65-9) → methyl 1-C-(3-{[5-(4-fluorophenyl)-2-thienyl]methyl}-4-methyl-phenyl)-D-glucopyranoside (1030825-21-8)

Guidance literature:

3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide; With iodine; magnesium; In tetrahydrofuran; at 0 - 25 ℃; Inert atmosphere;

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

methanol; With methanesulfonic acid; In tetrahydrofuran; at 20 ℃; Temperature; Reagent/catalyst; Solvent; Inert atmosphere;

upstream raw materials:

3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

methanol

4-fluoroboronic acid

Downstream raw materials:

(1S)-1,5-anhydro-1-[3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl]-D-glucitol hemihydrate

canagliflozin

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

methyl 2,3,4,6-tetra-O-acetyl-1-C-(3-{[5-(4-fluoro-phenyl)-2-thienyl]methyl}-4-methylphenyl)-D-glucopyranoside