(+/-)-(E)-2-acetoxymethyl-4-benzyloxy-4-ethylpent-2-ene-1,5-dioic acid 1-ethyl 5-methyl diester

Base Information

• Chemical Name: (+/-)-(E)-2-acetoxymethyl-4-benzyloxy-4-ethylpent-2-ene-1,5-dioic acid 1-ethyl 5-methyl diester
• CAS No.: 400781-64-8
• Molecular Formula: C₂₀H₂₆O₇
• Molecular Weight: 378.422
• Mol file: 400781-64-8.mol

Synonyms:(+/-)-(E)-2-acetoxymethyl-4-benzyloxy-4-ethylpent-2-ene-1,5-dioic acid 1-ethyl 5-methyl diester

Chemical Property of (+/-)-(E)-2-acetoxymethyl-4-benzyloxy-4-ethylpent-2-ene-1,5-dioic acid 1-ethyl 5-methyl diester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-(E)-2-acetoxymethyl-4-benzyloxy-4-ethylpent-2-ene-1,5-dioic acid 1-ethyl 5-methyl diester

There total 1 articles about (+/-)-(E)-2-acetoxymethyl-4-benzyloxy-4-ethylpent-2-ene-1,5-dioic acid 1-ethyl 5-methyl diester 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: 69.0%

d,l-methyl 2-benzyloxybutanoate (110320-66-6) + ethyl (E)-2-(acetoxymethyl)-3-bromoacrylate (139060-10-9) → (+/-)-(E)-2-acetoxymethyl-4-benzyloxy-4-ethylpent-2-ene-1,5-dioic acid 1-ethyl 5-methyl diester (400781-64-8)

Guidance literature:

d,l-methyl 2-benzyloxybutanoate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

ethyl (E)-2-(acetoxymethyl)-3-bromoacrylate; In tetrahydrofuran; hexane; at -78 ℃; for 12h; Further stages.;

DOI:10.1039/b109071m

Reference yield: 79.0%

(+/-)-(E)-2-acetoxymethyl-4-benzyloxy-4-ethylpent-2-ene-1,5-dioic acid 1-ethyl 5-methyl diester (400781-64-8) → (+/-)-5-benzyloxy-5-ethyl-6-oxo-4,6-dihydro-2H-pyran-3-carboxylic acid

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1039/b109071m

Reference yield: 55.0%

(+/-)-(E)-2-acetoxymethyl-4-benzyloxy-4-ethylpent-2-ene-1,5-dioic acid 1-ethyl 5-methyl diester (400781-64-8) → 2-Acetoxymethyl-3-((R)-1-benzyloxy-1-methoxycarbonyl-propyl)-oxirane-2-carboxylic acid ethyl ester

Guidance literature:

With dimethylsulfide; ozone; In dichloromethane; at -78 - 20 ℃; for 12h;

DOI:10.1039/b109071m

upstream raw materials:

d,l-methyl 2-benzyloxybutanoate

ethyl (E)-2-(acetoxymethyl)-3-bromoacrylate

Downstream raw materials:

(R)-2-Benzyloxy-2-ethyl-malonic acid monomethyl ester

(R)-2-Benzyloxy-2-diethylcarbamoyl-butyric acid methyl ester