(S)-2-[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-3-(3,4-dimethoxy-benzyl)-butane-1,4-diol

Base Information

• Chemical Name: (S)-2-[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-3-(3,4-dimethoxy-benzyl)-butane-1,4-diol
• CAS No.: 94285-09-3
• Molecular Formula: C₂₁H₂₄O₆
• Molecular Weight: 372.418
• Mol file: 94285-09-3.mol

Synonyms:(S)-2-[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-3-(3,4-dimethoxy-benzyl)-butane-1,4-diol

Chemical Property of (S)-2-[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-3-(3,4-dimethoxy-benzyl)-butane-1,4-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-3-(3,4-dimethoxy-benzyl)-butane-1,4-diol

There total 8 articles about (S)-2-[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-3-(3,4-dimethoxy-benzyl)-butane-1,4-diol 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:

3-(1',3'-benzodioxol-5'-ylmethylene)-4-(3'',4''-dimethoxybenzyl)dihydrofuran-2(5H)-one (50816-74-5) → (S)-2-[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-3-(3,4-dimethoxy-benzyl)-butane-1,4-diol (94285-09-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 6h;

DOI:10.1016/S0031-9422(00)80544-0

Reference yield:

Suchilactone (18884-23-6,50816-74-5,72598-33-5,72622-61-8,72622-62-9,111979-78-3) → lignan diol (94285-09-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 6h;

Reference yield:

(E)-3-(methoxycarbonyl)-4-(3,4-dimethoxyphe-nyl)but-3-enoic acid (115061-18-2) → 2-[1-Benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-3-(3,4-dimethoxy-benzyl)-butane-1,4-diol (94285-09-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / H₂ / 10percent Pd/C / methanol / 7 h / 760 Torr

2: 70 percent / methanol; diethyl ether / 4 h

3: 51 percent / sodium methoxide / methanol / 2 h / Heating

4: 81 percent / 0 °C

5: LiAlH₄ / tetrahydrofuran / 1.5 h

With lithium aluminium tetrahydride; hydrogen; sodium methylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether;

upstream raw materials:

piperonal

(E)-3-(methoxycarbonyl)-4-(3,4-dimethoxyphe-nyl)but-3-enoic acid

2-Piperonylidene-3-veratrylsuccinic acid monomethyl ester

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

Downstream raw materials:

prasanthaline

Prasanthaline

gadain

3-(Benzo[1,3]dioxol-5-yl-hydroxy-methyl)-4-(3,4-dimethoxy-benzyl)-3-hydroxy-dihydro-furan-2-one