D_g-threo-2,3-bis-(3,4-dimethoxy-benzyl)-butanediol-(1,4)

Base Information

• Chemical Name: D_g-threo-2,3-bis-(3,4-dimethoxy-benzyl)-butanediol-(1,4)
• CAS No.: 10352-25-7
• Molecular Formula: C₂₂H₃₀O₆
• Molecular Weight: 390.477
• Mol file: 10352-25-7.mol

Synonyms:D_g-threo-2,3-bis-(3,4-dimethoxy-benzyl)-butanediol-(1,4)

Chemical Property of D_g-threo-2,3-bis-(3,4-dimethoxy-benzyl)-butanediol-(1,4)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of D_g-threo-2,3-bis-(3,4-dimethoxy-benzyl)-butanediol-(1,4)

There total 14 articles about D_g-threo-2,3-bis-(3,4-dimethoxy-benzyl)-butanediol-(1,4) 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: 57.0%

(3R*,4R*)-3-(3,4-dimethoxybenzyl)-4-(3,4-dimethoxybenzyl)-4,5-dihydro-2(3H)-furanone (4773-01-7,25488-59-9,42207-62-5,42298-56-6,81446-31-3,93451-90-2,145514-52-9) → (±)-secoisolariciresinol dimethyl ether (10352-25-7,58311-18-5,84893-70-9,93578-48-4,123877-50-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 72h;

DOI:10.1016/S0040-4020(01)00025-4

Reference yield:

1-(3,4-dimethoxyphenyl)-1-(3-(3,4-dimethoxyphenyl)-2-propenyloxy)-2,3-epoxypropane (438581-68-1) → (±)-secoisolariciresinol dimethyl ether (10352-25-7,58311-18-5,84893-70-9,93578-48-4,123877-50-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: [Cp₂TiCl] / tetrahydrofuran / 60 °C

1.2: 90 percent / I₂ / tetrahydrofuran / 60 °C

2.1: 90 percent / H₂ / 10percent Pd/C / methanol / 3 h / 20 °C

With [Cp₂TiCl]; hydrogen; 10percent Pd/C; In tetrahydrofuran; methanol;

DOI:10.1021/jo010857u

Reference yield:

4-((E)-3-Bromo-propenyl)-1,2-dimethoxy-benzene (115754-03-5) → (±)-secoisolariciresinol dimethyl ether (10352-25-7,58311-18-5,84893-70-9,93578-48-4,123877-50-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran; dimethylsulfoxide / 0.42 h / 0 °C

1.2: 72 percent / tetrahydrofuran; dimethylsulfoxide / 0 - 20 °C

2.1: [Cp₂TiCl] / tetrahydrofuran / 60 °C

2.2: 90 percent / I₂ / tetrahydrofuran / 60 °C

3.1: 90 percent / H₂ / 10percent Pd/C / methanol / 3 h / 20 °C

With [Cp₂TiCl]; hydrogen; sodium hydride; 10percent Pd/C; In tetrahydrofuran; methanol; dimethyl sulfoxide;

DOI:10.1021/jo010857u

upstream raw materials:

D_g-threo-2.3-bis-(3.4-dimethoxy-benzyl)-succinic acid

D,L-2,3-bis(3,4-dimethoxybenzyl)succinic acid

D,L-2,3-bis(3,4-dimethoxybenzyl)succinic acid anhydride

(3R*,4R*)-3-(3,4-dimethoxybenzyl)-4-(3,4-dimethoxybenzyl)-4,5-dihydro-2(3H)-furanone

Downstream raw materials:

trans-3,4-bis(3,4,-dimethoxybenzyl)tetrahydrofuran

(+)-phyllanthin

2,3-bis[(3,4-dimethoxyphenyl)methyl]butane

(3R*,4R*)-3-(3,4-dimethoxybenzyl)-4-(3,4-dimethoxybenzyl)-4,5-dihydro-2(3H)-furanone

Refernces

• 1、 Ward, Robert S,Hughes, David D. "Oxidative cyclisation of 3,4-dibenzyltetrahydrofurans using ruthenium tetra(trifluoroacetate)". . p. 2057 - 2064. Retrieved 2007/10/03.