(Z)-ethyl 6-(tert-butyldiphenylsilyloxy)-3-ethylhex-2-enoate

Base Information

• Chemical Name: (Z)-ethyl 6-(tert-butyldiphenylsilyloxy)-3-ethylhex-2-enoate
• CAS No.: 1638110-71-0
• Molecular Formula: C₂₆H₃₆O₃Si
• Molecular Weight: 424.656
• Mol file: 1638110-71-0.mol

Synonyms:(Z)-ethyl 6-(tert-butyldiphenylsilyloxy)-3-ethylhex-2-enoate

Chemical Property of (Z)-ethyl 6-(tert-butyldiphenylsilyloxy)-3-ethylhex-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (Z)-ethyl 6-(tert-butyldiphenylsilyloxy)-3-ethylhex-2-enoate

There total 2 articles about (Z)-ethyl 6-(tert-butyldiphenylsilyloxy)-3-ethylhex-2-enoate 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:

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 6-(tert-butyldiphenylsilyloxy)hexan-3-one (864541-97-9) → (E)-ethyl 6-(tert-butyldiphenylsilyloxy)-3-ethylhex-2-enoate (1638110-65-2) + (Z)-ethyl 6-(tert-butyldiphenylsilyloxy)-3-ethylhex-2-enoate (1638110-71-0)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane; mineral oil; at 20 ℃; Overall yield = 97 %; Overall yield = 3.13 g; Reflux; Inert atmosphere;

DOI:10.3998/ark.5550190.p008.497

Reference yield:

4-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methylbutanamide (215251-69-7) → (E)-ethyl 6-(tert-butyldiphenylsilyloxy)-3-ethylhex-2-enoate (1638110-65-2) + (Z)-ethyl 6-(tert-butyldiphenylsilyloxy)-3-ethylhex-2-enoate (1638110-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 0.75 h / 0 - 20 °C

2: sodium hydride / 1,2-dimethoxyethane; mineral oil / 20 °C / Reflux; Inert atmosphere

With sodium hydride; In tetrahydrofuran; 1,2-dimethoxyethane; mineral oil; 2: |Horner-Wadsworth-Emmons Olefination;

DOI:10.3998/ark.5550190.p008.497

upstream raw materials:

4-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methylbutanamide

diethoxyphosphoryl-acetic acid ethyl ester

6-(tert-butyldiphenylsilyloxy)hexan-3-one