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

Base Information

• Chemical Name: methyl 1-{4-chloro-3-[1-(4-ethyloxyphenyl)(methoxy)methyl]phenyl}-α/β-D-glucopyranoside
• CAS No.: 1318794-58-9
• Molecular Formula: C₂₃H₂₉ClO₈
• Molecular Weight: 468.931
• Mol file: 1318794-58-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about methyl 1-{4-chloro-3-[1-(4-ethyloxyphenyl)(methoxy)methyl]phenyl}-α/β-D-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:

(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone (461432-22-4) → methyl 1-{4-chloro-3-[1-(4-ethyloxyphenyl)(methoxy)methyl]phenyl}-α/β-D-glucopyranoside (1318794-58-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Cooling with ice

1.2: pH 2 - 3 / Cooling with ice

2.1: sodium hydride / tetrahydrofuran / 1 h / Cooling with ice

2.2: 20 °C

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

3.2: 1 h

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

With lithium aluminium tetrahydride; n-butyllithium; methanesulfonic acid; sodium hydride; In tetrahydrofuran; toluene;

Reference yield:

methanol (67-56-1) + C34H59ClO8Si4 → methyl 1-{4-chloro-3-[1-(4-ethyloxyphenyl)(methoxy)methyl]phenyl}-α/β-D-glucopyranoside (1318794-58-9)

Guidance literature:

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

Reference yield:

methanol (67-56-1) + 4-bromo-1-chloro-2-[(4-ethoxyphenyl)(methoxy)methyl]benzene (1318794-57-8) + (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-{4-chloro-3-[1-(4-ethyloxyphenyl)(methoxy)methyl]phenyl}-α/β-D-glucopyranoside (1318794-58-9)

Guidance literature:

4-bromo-1-chloro-2-[(4-ethoxyphenyl)(methoxy)methyl]benzene; 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; In tetrahydrofuran; toluene; at -78 - 20 ℃;

upstream raw materials:

5-bromo-2-chlorobenzoic acid

5-bromo-2-chloro-benzoyl chloride

(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone

methanol

Downstream raw materials:

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

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

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

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