threo-(-)-2-(3',4'-methylenedioxybenzyl)-3-(3,4-dimethoxybenzyl)-1,4-butanediol diacetate

Base Information

• Chemical Name: threo-(-)-2-(3',4'-methylenedioxybenzyl)-3-(3,4-dimethoxybenzyl)-1,4-butanediol diacetate
• CAS No.: 139501-41-0
• Molecular Formula: C₂₅H₃₀O₈
• Molecular Weight: 458.508
• Mol file: 139501-41-0.mol

Synonyms:threo-(-)-2-(3',4'-methylenedioxybenzyl)-3-(3,4-dimethoxybenzyl)-1,4-butanediol diacetate

Chemical Property of threo-(-)-2-(3',4'-methylenedioxybenzyl)-3-(3,4-dimethoxybenzyl)-1,4-butanediol diacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of threo-(-)-2-(3',4'-methylenedioxybenzyl)-3-(3,4-dimethoxybenzyl)-1,4-butanediol diacetate

There total 6 articles about threo-(-)-2-(3',4'-methylenedioxybenzyl)-3-(3,4-dimethoxybenzyl)-1,4-butanediol diacetate 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: 92.0%

acetic anhydride (108-24-7) + (-)-(2R,3R)-2-(3',4'-methylenedioxybenzyl)-3-(3'',4''-dimethoxybenzyl)butanediol (139501-40-9) → threo-(-)-2-(3',4'-methylenedioxybenzyl)-3-(3,4-dimethoxybenzyl)-1,4-butanediol diacetate (139501-41-0)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃;

DOI:10.3184/030823409X12506792542747

Reference yield: 76.0%

acetic anhydride (108-24-7) + (+/-) 1-(3,4-dimethoxyphenyl)-4-(3,4-methylenedioxyphenyl) butane (139501-40-9,139562-81-5) → (+/-) 1-(3,4-dimethoxyphenyl)-4-(3,4-methylenedioxyphenyl)-2,3-diacetoxy methyl butane (126380-09-4,139501-41-0,139562-82-6)

Guidance literature:

With pyridine;

DOI:10.1016/S0040-4020(01)81005-X

Reference yield:

piperonal (120-57-0,30024-74-9) → (+/-) 1-(3,4-dimethoxyphenyl)-4-(3,4-methylenedioxyphenyl)-2,3-diacetoxy methyl butane (126380-09-4,139501-41-0,139562-82-6)

Guidance literature:

Multi-step reaction with 5 steps

1: Stobbe condensation

2: Raney Ni-Al alloy / aq. NaOH

3: 84 percent / methanol; diethyl ether / 24 h

4: 70 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

5: 76 percent / pyridine

With pyridine; lithium aluminium tetrahydride; Raney Ni-Al alloy; In tetrahydrofuran; methanol; sodium hydroxide; diethyl ether;

DOI:10.1016/S0040-4020(01)81005-X

upstream raw materials:

acetic anhydride

(-)-(2R,3R)-2-(3',4'-methylenedioxybenzyl)-3-(3'',4''-dimethoxybenzyl)butanediol

(+/-) 1-(3,4-dimethoxyphenyl)-4-(3,4-methylenedioxyphenyl) butane

piperonal