(2R,4S)-4-(2-bromo-2-(4-methoxyphenyl)acetoyloxy)pentan-2-yl acrylate

Base Information

• Chemical Name: (2R,4S)-4-(2-bromo-2-(4-methoxyphenyl)acetoyloxy)pentan-2-yl acrylate
• CAS No.: 1239919-64-2
• Molecular Formula: C₁₇H₂₁BrO₅
• Molecular Weight: 385.255
• Mol file: 1239919-64-2.mol

Synonyms:(2R,4S)-4-(2-bromo-2-(4-methoxyphenyl)acetoyloxy)pentan-2-yl acrylate

Chemical Property of (2R,4S)-4-(2-bromo-2-(4-methoxyphenyl)acetoyloxy)pentan-2-yl acrylate

Chemical Property:

Purity/Quality:

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Technology Process of (2R,4S)-4-(2-bromo-2-(4-methoxyphenyl)acetoyloxy)pentan-2-yl acrylate

There total 1 articles about (2R,4S)-4-(2-bromo-2-(4-methoxyphenyl)acetoyloxy)pentan-2-yl acrylate 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: 87.0%

(2S,4R)-4-hydroxypentan-2-yl 2-bromo-2-(4-methoxyphenyl)acetate (1239919-83-5) + acryloyl chloride (814-68-6,25189-84-8) → (2R,4S)-4-(2-bromo-2-(4-methoxyphenyl)acetoyloxy)pentan-2-yl acrylate (1239919-64-2) + (2R,4S)-4-(2-chloro-2-(4-methoxyphenyl)acetoyloxy)pentan-2-yl acrylate

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ol101370x

Reference yield: 8.0%

(2R,4S)-4-(2-bromo-2-(4-methoxyphenyl)acetoyloxy)pentan-2-yl acrylate (1239919-64-2) → (2R,4S,7R)-7-(4-methoxyphenyl)-2,4-dimethyl-1,5-dioxecane-6,10-dione (1239919-99-3)

Guidance literature:

With sodium tetrahydroborate; tributyltin chloride; In ethanol; at 20 ℃; for 9h; optical yield given as %de; diastereospecific reaction; Inert atmosphere; Irradiation;

DOI:10.1021/ol101370x

upstream raw materials:

(2S,4R)-4-hydroxypentan-2-yl 2-bromo-2-(4-methoxyphenyl)acetate

acryloyl chloride

Downstream raw materials:

(2R,4S,7R)-7-(4-methoxyphenyl)-2,4-dimethyl-1,5-dioxecane-6,10-dione