(S)-1-acetoxy-(S)-2-hydroxy-1,2-diphenylethane

Base Information

• Chemical Name: (S)-1-acetoxy-(S)-2-hydroxy-1,2-diphenylethane
• CAS No.: 67592-45-4
• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.301
• Mol file: 67592-45-4.mol

Synonyms:(S)-1-acetoxy-(S)-2-hydroxy-1,2-diphenylethane

Chemical Property of (S)-1-acetoxy-(S)-2-hydroxy-1,2-diphenylethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-1-acetoxy-(S)-2-hydroxy-1,2-diphenylethane

There total 14 articles about (S)-1-acetoxy-(S)-2-hydroxy-1,2-diphenylethane 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: 54.0%

(E)-1,2-diphenyl-ethene (103-30-0) + cobalt(III) acetate → α'-acetoxy-bibenzyl-α-ol (67592-45-4,86747-12-8,86747-13-9,86761-18-4)

Guidance literature:

With water; In acetic acid; at 70 ℃; for 24h;

DOI:10.1039/P29840001033

Reference yield: 53.0%

cis-stilben (645-49-8) + cobalt(III) acetate → α'-acetoxy-bibenzyl-α-ol (67592-45-4,86747-12-8,86747-13-9,86761-18-4)

Guidance literature:

With water; In acetic acid; at 70 ℃; for 24h;

DOI:10.1039/P29840001033

Reference yield: 38.0%

DL-1,2-diphenylethane-1,2-diol (655-48-1) + acetyl chloride (75-36-5) → (S)-1-acetoxy-(S)-2-hydroxy-1,2-diphenylethane (67592-45-4) + (R)-1-acetoxy-(R)-2-hydroxy-1,2-diphenylethane

Guidance literature:

With N-ethyl-N,N-diisopropylamine; (S)-(-)-2,2'-isopropylidene-bis(4-phenyl-2-oxazoline)-CuCl₂ complex; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/ja0289402

upstream raw materials:

vinyl acetate

DL-1,2-diphenylethane-1,2-diol

acetic anhydride

acetyl chloride

Downstream raw materials:

anti-acetic acid 2-acetoxy-1,2-diphenyl-ethyl ester

syn-acetic acid 2-acetoxy-1,2-diphenyl-ethyl ester

1,2-diacetoxy-1,2-diphenylethane

Refernces

• 1、 Matsumura, Yoshihiro,Maki, Toshihide,Murakami, Sachie,Onomura, Osamu. "Copper ion-induced activation and asymmetric benzoylation of 1,2-diols: Kinetic chiral molecular recognition". . p. 2052 - 2053. Retrieved 2007/10/03.
• 2、 Hirano, Masao,Morimoto, Takashi. "OXIDATION BY COBALT(III) ACETATE. PART 6. A NOVEL SYNTHESIS OF THE GLYCOL MONOACETATES FROM AROMATIC OLEFINS IN WET ACETIC ACID". . p. 1033 - 1036. Retrieved 2007/10/02.