(S)-3-phenyl-1-o-tolylpentan-1-one

Base Information

• Chemical Name: (S)-3-phenyl-1-o-tolylpentan-1-one
• CAS No.: 1384191-96-1
• Molecular Formula: C₁₈H₂₀O
• Molecular Weight: 252.356
• Mol file: 1384191-96-1.mol

Synonyms:

Chemical Property of (S)-3-phenyl-1-o-tolylpentan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-phenyl-1-o-tolylpentan-1-one

There total 5 articles about (S)-3-phenyl-1-o-tolylpentan-1-one 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:

1-(2-methyl-phenyl)-3-phenyl-2-propen-1-one (13565-43-0,16619-31-1) + diethylzinc (557-20-0) → (S)-3-phenyl-1-o-tolylpentan-1-one (1384191-96-1) + (R)-3-phenyl-1-o-tolylpentan-1-one (1384192-11-3)

Guidance literature:

diethylzinc; With C₄₈H₅₀N₂O₄P₂; copper diacetate; In tetrahydrofuran; hexane; at -50 ℃; for 0.0833333h; Inert atmosphere;

1-(2-methyl-phenyl)-3-phenyl-2-propen-1-one; In tetrahydrofuran; hexane; at -50 ℃; for 16h; optical yield given as %ee; enantioselective reaction;

DOI:10.1039/c2ob25730k

Reference yield:

1-(2-methyl-phenyl)-3-phenyl-2-propen-1-one (13565-43-0,16619-31-1) + triethylaluminum (97-93-8) → (S)-3-phenyl-1-o-tolylpentan-1-one (1384191-96-1) + (R)-3-phenyl-1-o-tolylpentan-1-one (1384192-11-3)

Guidance literature:

triethylaluminum; With C₄₄H₄₂N₂O₄P₂; copper(II) acetate monohydrate; In diethyl ether; hexane; at -50 ℃; Inert atmosphere;

1-(2-methyl-phenyl)-3-phenyl-2-propen-1-one; In diethyl ether; hexane; toluene; at -50 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201101007

Reference yield:

benzaldehyde (100-52-7) + 2-Methylacetophenone (577-16-2,122382-54-1) → (S)-3-phenyl-1-o-tolylpentan-1-one (1384191-96-1) + (R)-3-phenyl-1-o-tolylpentan-1-one (1384192-11-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / water / 4 h / 0 - 20 °C / Inert atmosphere

2.1: C₄₈H₅₀N₂O₄P₂; copper diacetate / hexane; toluene / 0.08 h / -50 °C / Inert atmosphere

2.2: 16 h / -50 °C

With C₄₈H₅₀N₂O₄P₂; copper diacetate; sodium hydroxide; In hexane; water; toluene;

DOI:10.1039/c2ob25730k

upstream raw materials:

1-(2-methyl-phenyl)-3-phenyl-2-propen-1-one

diethylzinc

benzaldehyde

2-Methylacetophenone

Refernces

• 1、 Yu, Han,Xie, Fang,Ma, Zhenni,Liu, Yangang,Zhang, Wanbin. "Switchable stereoselectivity: The effects of substituents on the D 2-symmetric biphenyl backbone of phosphoramidites in copper-catalyzed asymmetric conjugate addition reactions with triethylaluminium". supporting information; experimental part. p. 1941 - 1947. Retrieved 2012/09/25.