(R)-O-acetylmandelic acid 2-oxo-1,2,2-triphenylethyl ester

Base Information

• Chemical Name: (R)-O-acetylmandelic acid 2-oxo-1,2,2-triphenylethyl ester
• CAS No.: 568598-79-8
• Molecular Formula: C₃₀H₂₄O₅
• Molecular Weight: 464.518
• Mol file: 568598-79-8.mol

Synonyms:(R)-O-acetylmandelic acid 2-oxo-1,2,2-triphenylethyl ester

Chemical Property of (R)-O-acetylmandelic acid 2-oxo-1,2,2-triphenylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-O-acetylmandelic acid 2-oxo-1,2,2-triphenylethyl ester

There total 2 articles about (R)-O-acetylmandelic acid 2-oxo-1,2,2-triphenylethyl ester 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: 74.0%

α-benzoyldiphenylmethyl chloride (2510-77-2) + (R)-(-)-O-acetylmandelic acid (51019-43-3) → (R)-O-acetylmandelic acid 2-oxo-1,2,2-triphenylethyl ester (568598-79-8)

Guidance literature:

With silver tetrafluoroborate; silver carbonate; In dichloromethane; at -60 - 0 ℃;

DOI:10.1016/S0040-4039(03)00513-6

Reference yield:

α-phenylbenzoin (4237-46-1) → (R)-O-acetylmandelic acid 2-oxo-1,2,2-triphenylethyl ester (568598-79-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / pyridine; thionyl chloride / 0 °C

2: 74 percent / silver(I) carbonate; silver(I) tetrafluoroborate / CH₂Cl₂ / -60 - 0 °C

With pyridine; silver tetrafluoroborate; thionyl chloride; silver carbonate; In dichloromethane;

DOI:10.1016/j.tet.2006.11.015

Reference yield: 89.0%

(R)-O-acetylmandelic acid 2-oxo-1,2,2-triphenylethyl ester (568598-79-8) → 13-oxa-indeno[1,2-l]phenanthrene (201-68-3) + (R)-(-)-O-acetylmandelic acid (51019-43-3)

Guidance literature:

With air; In ethanol; acetonitrile; Irradiation;

DOI:10.1016/j.tet.2006.11.015

upstream raw materials:

α-benzoyldiphenylmethyl chloride

(R)-(-)-O-acetylmandelic acid

α-phenylbenzoin

Downstream raw materials:

13-oxa-indeno[1,2-l]phenanthrene

(R)-(-)-O-acetylmandelic acid

Refernces

• 1、 Ashraf, M. Arfan,Jones, Matthew A.,Kelly, Natalie E.,Mullaney, Alex,Snaith, John S.,Williams, Iwan. "Synthesis and photolysis studies of carboxylic esters of 2-hydroxy-1,2,2-triphenylethanone: A novel tandem photocyclisation". . p. 3151 - 3154. Retrieved 2007/10/03.