3-phenylpentane-1,5-diyl diacetate

Base Information

• Chemical Name: 3-phenylpentane-1,5-diyl diacetate
• CAS No.: 1263798-11-3
• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.321
• Mol file: 1263798-11-3.mol

Synonyms:3-phenylpentane-1,5-diyl diacetate

Chemical Property of 3-phenylpentane-1,5-diyl diacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-phenylpentane-1,5-diyl diacetate

There total 5 articles about 3-phenylpentane-1,5-diyl diacetate 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: 99.0%

3-phenylpentane-1,5-diol (829-27-6) + acetic anhydride (108-24-7) → 3-phenylpentane-1,5-diyl diacetate (1263798-11-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jo101962v

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + 3-phenylpentane-1,5-diol (829-27-6) → (R)-5-hydroxy-3-phenylpentyl acetate (1263798-71-5) + (S)-5-hydroxy-3-phenylpentyl acetate (153363-11-2) + 3-phenylpentane-1,5-diyl diacetate (1263798-11-3)

Guidance literature:

With AK lipase; In tetrahydrofuran; at 30 ℃; for 14h; optical yield given as %ee; stereoselective reaction; Enzymatic reaction;

DOI:10.1021/jo101962v

Reference yield:

diethyl 3-phenylpentanedioate (55951-74-1) → 3-phenylpentane-1,5-diyl diacetate (1263798-11-3)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / diethyl ether / 14 h / 20 °C / Inert atmosphere

2: dmap; triethylamine / dichloromethane / 4 h / 20 °C / Inert atmosphere

With dmap; lithium aluminium tetrahydride; triethylamine; In diethyl ether; dichloromethane;

DOI:10.1021/jo101962v

upstream raw materials:

vinyl acetate

3-phenylpentane-1,5-diol

3-phenylglutaric acid

acetic anhydride

Downstream raw materials:

5-(acetyloxy)-3-phenylpentanoic acid

(+/-)-5-hydroxy-3-phenylpentyl acetate

(S)-5-hydroxy-3-phenylpentyl acetate

(R)-5-hydroxy-3-phenylpentyl acetate

Refernces