(3R,4R)-3-[(3-methoxy-4-benzyloxyphenyl)methyl]-4-[(3,4-dimethoxyphenyl)methyl] dihydro-2-(3H)-furanone

Base Information

• Chemical Name: (3R,4R)-3-[(3-methoxy-4-benzyloxyphenyl)methyl]-4-[(3,4-dimethoxyphenyl)methyl] dihydro-2-(3H)-furanone
• CAS No.: 123251-05-8
• Molecular Formula: C₂₈H₃₀O₆
• Molecular Weight: 462.543
• Mol file: 123251-05-8.mol

Synonyms:(3R,4R)-3-[(3-methoxy-4-benzyloxyphenyl)methyl]-4-[(3,4-dimethoxyphenyl)methyl] dihydro-2-(3H)-furanone

Chemical Property of (3R,4R)-3-[(3-methoxy-4-benzyloxyphenyl)methyl]-4-[(3,4-dimethoxyphenyl)methyl] dihydro-2-(3H)-furanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4R)-3-[(3-methoxy-4-benzyloxyphenyl)methyl]-4-[(3,4-dimethoxyphenyl)methyl] dihydro-2-(3H)-furanone

There total 33 articles about (3R,4R)-3-[(3-methoxy-4-benzyloxyphenyl)methyl]-4-[(3,4-dimethoxyphenyl)methyl] dihydro-2-(3H)-furanone 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: 84.0%

2-(4-benzyloxy-3-methoxybenzyl)-3-(3,4-dimethoxybenzoylpropane-1,3-dithiane)-γ-butyrolactone → trans-α-(3-methoxy-4-benzyloxybenzyl)-β-(3,4-dimethoxybenzyl)-γ-butyrolactone (123251-05-8,131351-76-3)

Guidance literature:

With Raney nickel W-2; In ethanol; for 4h; Heating;

Reference yield: 72.0%

1-(benzyloxy)-4-(bromomethyl)-2-methoxybenzene (72724-00-6) + (R)-4-(3,4-dimethoxybenzyl)dihydrofuran-2(3H)-one (108102-77-8) → (3R,4R)-3-[(3-methoxy-4-benzyloxyphenyl)methyl]-4-[(3,4-dimethoxyphenyl)methyl] dihydro-2-(3H)-furanone (123251-05-8)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -70 - 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.bmcl.2020.127191

Reference yield: 63.0%

1-(benzyloxy)-4-(bromomethyl)-2-methoxybenzene (72724-00-6) + 4-[(3,4-dimethoxyphenyl)methyl]dihydrofuran-2-one (72430-92-3) → trans-α-(3-methoxy-4-benzyloxybenzyl)-β-(3,4-dimethoxybenzyl)-γ-butyrolactone (123251-05-8,131351-76-3)

Guidance literature:

4-[(3,4-dimethoxyphenyl)methyl]dihydrofuran-2-one; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

1-(benzyloxy)-4-(bromomethyl)-2-methoxybenzene; In tetrahydrofuran; hexane; at -78 - 25 ℃; Inert atmosphere;

DOI:10.1021/acsmedchemlett.5b00007

upstream raw materials:

1-(benzyloxy)-4-(bromomethyl)-2-methoxybenzene

4-[(3,4-dimethoxyphenyl)methyl]dihydrofuran-2-one

3-[1-(4-Benzyloxy-3-methoxy-phenyl)-meth-(E)-ylidene]-4-(3,4-dimethoxy-benzyl)-dihydro-furan-2-one

(+/-)-4-(3,4-dimethoxyphenyl)-3-methoxycarbonylbutanoic acid

Downstream raw materials:

(3R,4R)-3-[(3-methoxy-4-hydroxyphenyl)methyl]-4-[(3,4-dimethoxyphenyl)methyl]dihydro-2(3H)-furanone

(-)-epitrachelogenine

trachelogenin

(-)-O-methyltrachelogenine