3-<(tert-butyldimethylsilyl)oxy>-3'-(benzyloxy)-4,4',5-trimethoxy-(Z)-stilbene

Base Information

• Chemical Name: 3-<(tert-butyldimethylsilyl)oxy>-3'-(benzyloxy)-4,4',5-trimethoxy-(Z)-stilbene
• CAS No.: 122271-50-5
• Molecular Formula: C₃₀H₃₈O₅Si
• Molecular Weight: 506.714
• Mol file: 122271-50-5.mol

Synonyms:3-<(tert-butyldimethylsilyl)oxy>-3'-(benzyloxy)-4,4',5-trimethoxy-(Z)-stilbene

Chemical Property of 3-<(tert-butyldimethylsilyl)oxy>-3'-(benzyloxy)-4,4',5-trimethoxy-(Z)-stilbene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-<(tert-butyldimethylsilyl)oxy>-3'-(benzyloxy)-4,4',5-trimethoxy-(Z)-stilbene

There total 2 articles about 3-<(tert-butyldimethylsilyl)oxy>-3'-(benzyloxy)-4,4',5-trimethoxy-(Z)-stilbene 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-<(tert-butyldimethylsilyl)oxy>-4,5-dimethoxybenzyl alcohol (111394-55-9) → 3-<(tert-butyldimethylsilyl)oxy>-3'-(benzyloxy)-4,4',5-trimethoxy-(Z)-stilbene (122271-50-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 1 h

2: 1.) n-butyllithium / 1.) THF, RT, 20 min, 2.) RT, 1 h

With n-butyllithium; sodium acetate; pyridinium chlorochromate; In dichloromethane;

DOI:10.1021/jo00278a023

Reference yield:

3-<(tert-butyldimethylsilyl)oxy>-4,5-dimethoxybenzaldehyde (122271-47-0) + <3-(benzyloxy)-4-methoxybenzyl>triphenylphosphonium bromide (116518-95-7) → 3-<(tert-butyldimethylsilyl)oxy>-3'-(benzyloxy)-4,4',5-trimethoxy-(Z)-stilbene (122271-50-5) + 3-<(tert-butyldimethylsilyl)oxy>-3'-(benzyloxy)-4,4',5-trimethoxy-(E)-stilbene (122271-55-0)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, RT, 20 min, 2.) RT, 1 h;

DOI:10.1021/jo00278a023

Reference yield: 96.0%

3-<(tert-butyldimethylsilyl)oxy>-3'-(benzyloxy)-4,4',5-trimethoxy-(Z)-stilbene (122271-50-5) → 3-hydroxy-3'-(benzyloxy)-4,4',5-trimethoxy-(Z)-stilbene (122271-51-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.166667h;

DOI:10.1021/jo00278a023

upstream raw materials:

3-<(tert-butyldimethylsilyl)oxy>-4,5-dimethoxybenzaldehyde

<3-(benzyloxy)-4-methoxybenzyl>triphenylphosphonium bromide

3-<(tert-butyldimethylsilyl)oxy>-4,5-dimethoxybenzyl alcohol

Downstream raw materials:

3-hydroxy-3'-(benzyloxy)-4,4',5-trimethoxy-(Z)-stilbene