2-[(E)-4-(4-Methoxy-benzyloxy)-but-2-en-(E)-ylidene]-butane-1,4-diol

Base Information

• Chemical Name: 2-[(E)-4-(4-Methoxy-benzyloxy)-but-2-en-(E)-ylidene]-butane-1,4-diol
• CAS No.: 914380-30-6
• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.348
• Mol file: 914380-30-6.mol

Synonyms:2-[(E)-4-(4-Methoxy-benzyloxy)-but-2-en-(E)-ylidene]-butane-1,4-diol

Chemical Property of 2-[(E)-4-(4-Methoxy-benzyloxy)-but-2-en-(E)-ylidene]-butane-1,4-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(E)-4-(4-Methoxy-benzyloxy)-but-2-en-(E)-ylidene]-butane-1,4-diol

There total 2 articles about 2-[(E)-4-(4-Methoxy-benzyloxy)-but-2-en-(E)-ylidene]-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: 97.0%

3-[(E)-4-(4-Methoxy-benzyloxy)-but-2-en-(E)-ylidene]-dihydro-furan-2-one (914380-29-3) → 2-[(E)-4-(4-Methoxy-benzyloxy)-but-2-en-(E)-ylidene]-butane-1,4-diol (914380-30-6)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 - 0 ℃; for 1.16667h;

DOI:10.1021/ol061947u

Reference yield:

(E)-4-((4-methoxybenzyl)oxy)but-2-en-1-al (842125-04-6) → 2-[(E)-4-(4-Methoxy-benzyloxy)-but-2-en-(E)-ylidene]-butane-1,4-diol (914380-30-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / CH₂Cl₂ / 1 h / 20 °C

2: 97 percent / DIBAL-H / CH₂Cl₂; hexane / 1.17 h / -78 - 0 °C

With diisobutylaluminium hydride; In hexane; dichloromethane; 1: Wittig reaction;

DOI:10.1021/ol061947u

Reference yield:

2-[(E)-4-(4-Methoxy-benzyloxy)-but-2-en-(E)-ylidene]-butane-1,4-diol (914380-30-6) → (2E,4E)-2-(2-Hydroxy-ethyl)-6-(4-methoxy-benzyloxy)-hexa-2,4-dienal

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/ol061947u

upstream raw materials:

3-[(E)-4-(4-Methoxy-benzyloxy)-but-2-en-(E)-ylidene]-dihydro-furan-2-one

(E)-4-((4-methoxybenzyl)oxy)but-2-en-1-al

Downstream raw materials:

(6E,8E)-5-Hydroxy-6-(2-hydroxy-ethyl)-10-(4-methoxy-benzyloxy)-3-oxo-deca-6,8-dienoic acid methyl ester

(6E,8E)-2-Diazo-5-hydroxy-6-(2-hydroxy-ethyl)-10-(4-methoxy-benzyloxy)-3-oxo-deca-6,8-dienoic acid methyl ester