(2E,4R,5R)-methyl 5-acetoxy-4-(4-methoxyphenyl)hex-2-enoate

Base Information

• Chemical Name: (2E,4R,5R)-methyl 5-acetoxy-4-(4-methoxyphenyl)hex-2-enoate
• CAS No.: 1178559-22-2
• Molecular Formula: C₁₆H₂₀O₅
• Molecular Weight: 292.332
• Mol file: 1178559-22-2.mol

Synonyms:(2E,4R,5R)-methyl 5-acetoxy-4-(4-methoxyphenyl)hex-2-enoate

Chemical Property of (2E,4R,5R)-methyl 5-acetoxy-4-(4-methoxyphenyl)hex-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,4R,5R)-methyl 5-acetoxy-4-(4-methoxyphenyl)hex-2-enoate

There total 1 articles about (2E,4R,5R)-methyl 5-acetoxy-4-(4-methoxyphenyl)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: 50.0%

vinyl acetate (108-05-4,9003-20-7) + rac-(2E,4S,5S)-methyl 5-hydroxy-4-(4-methoxyphenyl)-hex-2-enoate (139622-44-9) → methyl (4S,5S)-anti-4-(4-methoxyphenyl)-5-hydroxy-2(E)-hexenoate + (2E,4R,5R)-methyl 5-acetoxy-4-(4-methoxyphenyl)hex-2-enoate (1178559-22-2)

Guidance literature:

With Candida antarctica lipase B supported on acrylic resin; at 25 ℃; for 168h; optical yield given as %ee; enantioselective reaction; Enzymatic reaction;

DOI:10.1016/j.tetasy.2009.04.015

Reference yield: 93.0%

(2E,4R,5R)-methyl 5-acetoxy-4-(4-methoxyphenyl)hex-2-enoate (1178559-22-2) → (2E,4R,5R)-methyl 5-hydroxy-4-(4-methoxyphenyl)-hex-2-enoate (1178559-28-8)

Guidance literature:

With methanol; In di-isopropyl ether; at 20 ℃; for 96h; optical yield given as %ee; Enzymatic reaction;

DOI:10.1016/j.tetasy.2009.04.015

upstream raw materials:

vinyl acetate

rac-(2E,4S,5S)-methyl 5-hydroxy-4-(4-methoxyphenyl)-hex-2-enoate

Downstream raw materials:

(2E,4R,5R)-methyl 5-hydroxy-4-(4-methoxyphenyl)-hex-2-enoate