Methyl 1-C-[3-(benzo[b]thien-2-ylMethyl)-4-fluorophenyl]-

Base Information

• Chemical Name: Methyl 1-C-[3-(benzo[b]thien-2-ylMethyl)-4-fluorophenyl]-
• CAS No.: 1034305-23-1
• Molecular Formula: C22H23FO6S
• Molecular Weight: 434.485
• Mol file: 1034305-23-1.mol

Synonyms:Methyl 1-C-[3-(benzo[b]thien-2-ylMethyl)-4-fluorophenyl]-;Methyl 1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-alpha-D-glucopyranoside;(2S,3R,4S,5S,6R)-2-(3-(benzo[b]thiophen-2-ylMethyl)-4-fluorophenyl)-6-(hydroxyMethyl)-2-Methoxytetrahydro-2H-pyran-3,4,5-triol;Ipragliflozin impurity A (C7);Methyl 1-C-[3-(1-benzothien-2-ylmethyl)-4-fluorophenyl]-alpha-glucopyranoside

Chemical Property of Methyl 1-C-[3-(benzo[b]thien-2-ylMethyl)-4-fluorophenyl]-

Chemical Property:

• PSA: 127.62000
• LogP: 1.90420
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

97% ^*data from raw suppliers

(2S,3R,4S,5S,6R)-2-(3-(Benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 1-C-[3-(benzo[b]thien-2-ylMethyl)-4-fluorophenyl]-

There total 4 articles about Methyl 1-C-[3-(benzo[b]thien-2-ylMethyl)-4-fluorophenyl]- 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: 86.4%

methanol (67-56-1) + 2-[(5-bromo-2-fluorophenyl)methyl]-1-benzothiophene (1034305-17-3) + (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-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl]-α-glucopyranoside (1034305-23-1)

Guidance literature:

2-[(5-bromo-2-fluorophenyl)methyl]-1-benzothiophene; With n-butyllithium; butyl magnesium bromide; In tetrahydrofuran; hexane; toluene; at -16 - -12 ℃; for 1h;

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one; In tetrahydrofuran; hexane; toluene; at -15 - -12 ℃; for 3h;

methanol; With methanesulfonic acid; In tetrahydrofuran; hexane; toluene; at 20 ℃; for 16h;

Reference yield:

methanol (67-56-1) + C33H53FO6SSi4 → methyl 1-C-[3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl]-α-glucopyranoside (1034305-23-1)

Guidance literature:

With sulfuric acid; at -15 - 10 ℃; for 20h; Temperature;

Reference yield:

2-[(5-bromo-2-fluorophenyl)methyl]-1-benzothiophene (1034305-17-3) → methyl 1-C-[3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl]-α-glucopyranoside (1034305-23-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; toluene; hexane / 1 h / -60 °C / Inert atmosphere

1.2: 5 h / -60 °C

2.1: sulfuric acid / 20 h / -15 - 10 °C

With n-butyllithium; sulfuric acid; In tetrahydrofuran; hexane; toluene;

upstream raw materials:

methanol

2-[(5-bromo-2-fluorophenyl)methyl]-1-benzothiophene

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

Downstream raw materials:

methyl 2,3,4,6-tetra-O-acetyl-1-C-[3-(1-benzothien-2-ylmethyl)-4-fluorophenyl]-α-glucopyranoside