1-{4-chloro-3-[(dimethyl)(4-ethyloxyphenyl)methyl]phenyl}-α/β-D-methyl glucopyranoside

Base Information

• Chemical Name: 1-{4-chloro-3-[(dimethyl)(4-ethyloxyphenyl)methyl]phenyl}-α/β-D-methyl glucopyranoside
• CAS No.: 1318794-41-0
• Molecular Formula: C₂₄H₃₁ClO₇
• Molecular Weight: 466.959
• Mol file: 1318794-41-0.mol

Synonyms:1-{4-chloro-3-[(dimethyl)(4-ethyloxyphenyl)methyl]phenyl}-α/β-D-methyl glucopyranoside

Chemical Property of 1-{4-chloro-3-[(dimethyl)(4-ethyloxyphenyl)methyl]phenyl}-α/β-D-methyl glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{4-chloro-3-[(dimethyl)(4-ethyloxyphenyl)methyl]phenyl}-α/β-D-methyl glucopyranoside

There total 6 articles about 1-{4-chloro-3-[(dimethyl)(4-ethyloxyphenyl)methyl]phenyl}-α/β-D-methyl glucopyranoside 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:

methanol (67-56-1) + C35H61ClO7Si4 → 1-{4-chloro-3-[(dimethyl)(4-ethyloxyphenyl)methyl]phenyl}-α/β-D-methyl glucopyranoside (1318794-41-0)

Guidance literature:

With methanesulfonic acid; In tetrahydrofuran; toluene; at 20 ℃;

Reference yield:

methanol (67-56-1) + (5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)(dimethyl)methane (1318794-39-6) + (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) → 1-{4-chloro-3-[(dimethyl)(4-ethyloxyphenyl)methyl]phenyl}-α/β-D-methyl glucopyranoside (1318794-41-0)

Guidance literature:

(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)(dimethyl)methane; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Cooling with acetone-dry ice;

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one; In tetrahydrofuran; toluene; at -78 ℃; for 1h;

methanol; With methanesulfonic acid; at -78 - 20 ℃;

Reference yield:

5-Bromo-2-chloro-benzoic acid ethyl ester (76008-73-6) → 1-{4-chloro-3-[(dimethyl)(4-ethyloxyphenyl)methyl]phenyl}-α/β-D-methyl glucopyranoside (1318794-41-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 1 h / 20 °C / Cooling with ice

1.2: pH 3 - 4 / Cooling with ice

2.1: aluminum (III) chloride / 20 °C

2.2: Cooling with ice

3.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Sealed flask

3.2: 1 h

4.1: methanesulfonic acid / toluene; tetrahydrofuran / 20 °C

With aluminum (III) chloride; n-butyllithium; methanesulfonic acid; In tetrahydrofuran; toluene;

upstream raw materials:

5-Bromo-2-chloro-benzoic acid ethyl ester

Phenetole

1-(5-bromo-2-chlorophenyl)-1-methylethanol

methanol

Downstream raw materials:

2,3,4,6-tetra-O-acetyl-1-deoxy-1-{4-chloro-3-[1-(4-ethoxyphenyl)-1-methylethyl]phenyl}-β-D-glucopyranose

1-{4-chloro-3-[(dimethyl)(4-ethyloxyphenyl)methyl]phenyl}-1-deoxy-β-D-glucopyranose

1-{4-chloro-3-[(dimethyl)(4-ethyloxyphenyl)methyl]phenyl}-1-deoxy-α/β-D-glucopyranose

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate