(Z)-2-(3'-methoxy-4'-tert-butyldimethylsilyloxy-6'-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)ethene

Base Information

• Chemical Name: (Z)-2-(3'-methoxy-4'-tert-butyldimethylsilyloxy-6'-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)ethene
• CAS No.: 886442-82-6
• Molecular Formula: C₂₄H₃₃NO₇Si
• Molecular Weight: 475.614

Synonyms:(Z)-2-(3'-methoxy-4'-tert-butyldimethylsilyloxy-6'-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)ethene

Chemical Property of (Z)-2-(3'-methoxy-4'-tert-butyldimethylsilyloxy-6'-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)ethene

Chemical Property:

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Technology Process of (Z)-2-(3'-methoxy-4'-tert-butyldimethylsilyloxy-6'-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)ethene

There total 3 articles about (Z)-2-(3'-methoxy-4'-tert-butyldimethylsilyloxy-6'-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)ethene 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: 64.0%

4-tert-butyldimethylsilyloxy-3-methoxy-6-nitrobenzaldehyde (886442-70-2) + triphenyl-(3,4,5-trimethoxybenzyl)phosphonium bromide (61240-20-8) → (Z)-2-(3'-methoxy-4'-tert-butyldimethylsilyloxy-6'-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)ethene (886442-82-6) + (E)-2-(3'-methoxy-4'-tert-butyldimethylsilyloxy-6'-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)ethene

Guidance literature:

triphenyl-(3,4,5-trimethoxybenzyl)phosphonium bromide; With sodium hydride; In dichloromethane; at 0 ℃;

4-tert-butyldimethylsilyloxy-3-methoxy-6-nitrobenzaldehyde; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2005.12.033

Reference yield:

6-nitrovanillin (2454-72-0) → (Z)-2-(3'-methoxy-4'-tert-butyldimethylsilyloxy-6'-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)ethene (886442-82-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 63 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 0 °C

2.1: sodium hydride / CH₂Cl₂ / 0 °C

2.2: 64 percent / CH₂Cl₂ / 0 - 20 °C

With dmap; sodium hydride; triethylamine; In dichloromethane; 2.2: Wittig reaction;

DOI:10.1016/j.bmc.2005.12.033

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (Z)-2-(3'-methoxy-4'-tert-butyldimethylsilyloxy-6'-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)ethene (886442-82-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 63 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 0 °C

2.1: sodium hydride / CH₂Cl₂ / 0 °C

2.2: 64 percent / CH₂Cl₂ / 0 - 20 °C

With dmap; sodium hydride; triethylamine; In dichloromethane; 2.2: Wittig reaction;

DOI:10.1016/j.bmc.2005.12.033

upstream raw materials:

4-tert-butyldimethylsilyloxy-3-methoxy-6-nitrobenzaldehyde

triphenyl-(3,4,5-trimethoxybenzyl)phosphonium bromide

6-nitrovanillin

tert-butyldimethylsilyl chloride

Downstream raw materials:

2-Methoxy-5-nitro-4-[(Z)-2-(3,4,5-trimethoxy-phenyl)-vinyl]-phenol

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