(S)-pheniramine

Base Information

• Chemical Name: (S)-pheniramine
• CAS No.: 23201-92-5
• Molecular Formula: C₁₆H₂₀N₂
• Molecular Weight: 240.348
• Mol file: 23201-92-5.mol

Synonyms:

Chemical Property of (S)-pheniramine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-pheniramine

There total 2 articles about (S)-pheniramine 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:

pheniramine (86-21-5) → (R)-pheniramine (56141-72-1) + (S)-pheniramine (23201-92-5)

Guidance literature:

With chiral stationary phase derived from aminated silica gel, (1S,2R)-1,2-diphenyl-2-(3-phenylureido)ethyl 4-isocyanatophenylcarbamate and four-generation dendrimer; In methanol; water; at 25 ℃; Resolution of racemate;

DOI:10.1002/chir.20708

Reference yield:

2-(1-phenylvinyl)pyridine (15260-65-8) + tert-butyl N,N-dimethylcarbamate (7541-17-5) → (R)-pheniramine (56141-72-1) + (S)-pheniramine (23201-92-5)

Guidance literature:

2-(1-phenylvinyl)pyridine; tert-butyl N,N-dimethylcarbamate; With tetrakis(tetrabutylammonium)decatungstate(VI); C₄₉H₃₁O₄P; In acetonitrile; at -45 ℃; for 72h; Inert atmosphere; Irradiation;

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 8h; Overall yield = 96 percent; enantioselective reaction;

DOI:10.1016/S1872-2067(21)63887-1

upstream raw materials:

pheniramine

2-(1-phenylvinyl)pyridine

tert-butyl N,N-dimethylcarbamate

Refernces

• 1、 Cao, Shanshan,Jiang, Zhiyong,Qu, Guirong,Tan, Yaqi,Yin, Yanli,Zhao, Xiaowei. "Conjugate addition-enantioselective protonation to forge tertiary stereocentres α to azaarenes via cooperative hydrogen atom transfer and chiral hydrogen-bonding catalysis". . p. 558 - 563. Retrieved 2022/02/07.