(3R,4S,5R,6R)-6-(acetoxyMethyl)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)Methyl)-4-Methylphenyl)-2-Methoxytetrahydro-2H-pyran-3,4,5-triyl

Base Information

• Chemical Name: (3R,4S,5R,6R)-6-(acetoxyMethyl)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)Methyl)-4-Methylphenyl)-2-Methoxytetrahydro-2H-pyran-3,4,5-triyl
• CAS No.: 1222075-02-6
• Molecular Formula: C27H26FO4S 3*
• Molecular Weight: 465.5563432
• Mol file: 1222075-02-6.mol

Synonyms:(3R,4S,5R,6R)-6-(acetoxyMethyl)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)Methyl)-4-Methylphenyl)-2-Methoxytetrahydro-2H-pyran-3,4,5-triyl

Chemical Property of (3R,4S,5R,6R)-6-(acetoxyMethyl)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)Methyl)-4-Methylphenyl)-2-Methoxytetrahydro-2H-pyran-3,4,5-triyl

Chemical Property:

Purity/Quality:

NLT 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4S,5R,6R)-6-(acetoxyMethyl)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)Methyl)-4-Methylphenyl)-2-Methoxytetrahydro-2H-pyran-3,4,5-triyl

There total 5 articles about (3R,4S,5R,6R)-6-(acetoxyMethyl)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)Methyl)-4-Methylphenyl)-2-Methoxytetrahydro-2H-pyran-3,4,5-triyl 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:

methyl 1-C-(3-{[5-(4-fluorophenyl)-2-thienyl]methyl}-4-methyl-phenyl)-D-glucopyranoside (1030825-21-8) + acetic anhydride (108-24-7) → methyl 2,3,4,6-tetra-O-acetyl-1-C-(3-{[5-(4-fluoro-phenyl)-2-thienyl]methyl}-4-methylphenyl)-D-glucopyranoside (1222075-02-6)

Guidance literature:

With dmap; methylamine; In 1-methyl-pyrrolidin-2-one; at 0 - 30 ℃; for 1h;

Reference yield:

(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 2,3,4,6-tetra-O-acetyl-1-C-(3-{[5-(4-fluoro-phenyl)-2-thienyl]methyl}-4-methylphenyl)-D-glucopyranoside (1222075-02-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -75 - -70 °C / Inert atmosphere

1.2: 1 h / -60 °C

2.1: dmap; methylamine / 1-methyl-pyrrolidin-2-one / 1 h / 0 - 30 °C

With dmap; n-butyllithium; methylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; hexane;

Reference yield:

(2-(4-fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene) (898566-17-1) → methyl 2,3,4,6-tetra-O-acetyl-1-C-(3-{[5-(4-fluoro-phenyl)-2-thienyl]methyl}-4-methylphenyl)-D-glucopyranoside (1222075-02-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere

1.2: 2 h / 0 - 5 °C

1.3: 2 h / Cooling

2.1: 4-methyl-morpholine; dmap / toluene; ethyl acetate / 15 h / 0 - 20 °C

With 4-methyl-morpholine; dmap; In tetrahydrofuran; ethyl acetate; toluene;

upstream raw materials:

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

(2-(4-fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene)

methyl 1-C-(3-{[5-(4-fluorophenyl)-2-thienyl]methyl}-4-methyl-phenyl)-D-glucopyranoside

acetic anhydride