(S)-butyl 2-acetoxy-2-phenylethanoate

Base Information

• Chemical Name: (S)-butyl 2-acetoxy-2-phenylethanoate
• CAS No.: 85805-89-6
• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.295
• Mol file: 85805-89-6.mol

Synonyms:(S)-butyl 2-acetoxy-2-phenylethanoate

Chemical Property of (S)-butyl 2-acetoxy-2-phenylethanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-butyl 2-acetoxy-2-phenylethanoate

There total 7 articles about (S)-butyl 2-acetoxy-2-phenylethanoate 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: 88.0%

(S)-acetylmandelic acid (7322-88-5) + butan-1-ol (71-36-3) → (S)-butyl 2-acetoxy-2-phenylethanoate (85805-89-6)

Guidance literature:

With dmap; In dichloromethane; at -10 ℃; for 6h;

DOI:10.1039/P29830000083

Reference yield:

butyl mandelate (14007-02-4,119718-90-0) → (S)-butyl 2-acetoxy-2-phenylethanoate (85805-89-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / triethylamine / 24 h / Ambient temperature

2: n-BuOH, yeast lipase / diisopropyl ether / 7 h / 30 °C

3: triethylamine / 24 h / Ambient temperature

With yeast lipase; triethylamine; butan-1-ol; In di-isopropyl ether;

DOI:10.1021/jo00271a042

Reference yield:

(RS)-butyl O-acetylmandelate (119718-86-4) → (S)-butyl 2-acetoxy-2-phenylethanoate (85805-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: n-BuOH, yeast lipase / diisopropyl ether / 7 h / 30 °C

2: triethylamine / 24 h / Ambient temperature

With yeast lipase; triethylamine; butan-1-ol; In di-isopropyl ether;

DOI:10.1021/jo00271a042

upstream raw materials:

vinyl acetate

butyl mandelate

acetic anhydride

(S)-mandelic acid n-butyl ester

Refernces

• 1、 Ebert, Cynthia,Ferluga, Giorgio,Gardossi, Lucia,Gianferrara, Teresa,Linda, Paolo. "Improved Lipase-Mediated Resolution of Mandelic Acid Esters by Multivariate Investigation of Experimental Factors". . p. 903 - 912. Retrieved 2007/10/02.
• 2、 Parker, David. "1H and 2H Nuclear Magnetic Resonance Determination of the Enantiomeric Purity and Absolute Configuration of α-Deuteriated Primary Carboxylic Acids, Alcohols, and Amines". . p. 83 - 88. Retrieved 2007/10/02.