ethyl (E,4S,5S)-4-(4-methoxyphenoxy)-5-(tert-butyl-dimethyl-siloxy)-hex-2-enoate

Base Information

• Chemical Name: ethyl (E,4S,5S)-4-(4-methoxyphenoxy)-5-(tert-butyl-dimethyl-siloxy)-hex-2-enoate
• CAS No.: 871110-56-4
• Molecular Formula: C₂₁H₃₄O₅Si
• Molecular Weight: 394.583
• Mol file: 871110-56-4.mol

Synonyms:ethyl (E,4S,5S)-4-(4-methoxyphenoxy)-5-(tert-butyl-dimethyl-siloxy)-hex-2-enoate

Chemical Property of ethyl (E,4S,5S)-4-(4-methoxyphenoxy)-5-(tert-butyl-dimethyl-siloxy)-hex-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (E,4S,5S)-4-(4-methoxyphenoxy)-5-(tert-butyl-dimethyl-siloxy)-hex-2-enoate

There total 3 articles about ethyl (E,4S,5S)-4-(4-methoxyphenoxy)-5-(tert-butyl-dimethyl-siloxy)-hex-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: 100.0%

(E,4S,5S)-ethyl 4-(4-methoxyphenoxy)-5-hydroxy-hex-2-enoate (852611-11-1) + tert-butyldimethylsilyl chloride (18162-48-6) → ethyl (E,4S,5S)-4-(4-methoxyphenoxy)-5-(tert-butyl-dimethyl-siloxy)-hex-2-enoate (871110-56-4)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1021/jo051681p

Reference yield:

4-methoxy-phenol (150-76-5) → ethyl (E,4S,5S)-4-(4-methoxyphenoxy)-5-(tert-butyl-dimethyl-siloxy)-hex-2-enoate (871110-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / PPh₃; Pd₂(dba)3*CHCl₃

2: 100 percent / dimethylformamide / 2 h / 20 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine; In N,N-dimethyl-formamide;

DOI:10.1021/jo051681p

Reference yield:

(4S,5S)-3-(5-methyl-2-oxo-[1,3]dioxolane-4-yl)-acrylic acid ethyl ester (337508-77-7) → ethyl (E,4S,5S)-4-(4-methoxyphenoxy)-5-(tert-butyl-dimethyl-siloxy)-hex-2-enoate (871110-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / PPh₃; Pd₂(dba)3*CHCl₃

2: 100 percent / dimethylformamide / 2 h / 20 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine; In N,N-dimethyl-formamide;

DOI:10.1021/jo051681p

upstream raw materials:

(E,4S,5S)-ethyl 4-(4-methoxyphenoxy)-5-hydroxy-hex-2-enoate

tert-butyldimethylsilyl chloride

4-methoxy-phenol

(4S,5S)-3-(5-methyl-2-oxo-[1,3]dioxolane-4-yl)-acrylic acid ethyl ester

Downstream raw materials:

ethyl (2S,3S,4S,5S)-4-(4-methoxyphenoxy)-5-(tert-butyl-dimethyl-siloxy)-2,3-dihydroxyhexanoate

(+)-anamarine

(4S,5R)-5-[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(4-methoxy-phenoxy)-propyl]-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid ethyl ester