(S)-ethyl 3-phenyl-3-(phenylamino)propanoate

Base Information

• Chemical Name: (S)-ethyl 3-phenyl-3-(phenylamino)propanoate
• CAS No.: 174953-38-9
• Molecular Formula: C₁₇H₁₉NO₂
• Molecular Weight: 269.343
• Mol file: 174953-38-9.mol

Synonyms:(S)-ethyl 3-phenyl-3-(phenylamino)propanoate

Chemical Property of (S)-ethyl 3-phenyl-3-(phenylamino)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-ethyl 3-phenyl-3-(phenylamino)propanoate

There total 7 articles about (S)-ethyl 3-phenyl-3-(phenylamino)propanoate 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: 90.0%

ethyl β-anilinocinnamate (53256-22-7,124413-92-9,3556-76-1) → (S)-ethyl 3-phenyl-3-(phenylamino)propanoate (174953-38-9)

Guidance literature:

With trichlorosilane; (S)-3,3'-bis((S)-2-(hydroxymethyl)pyrrolidine-1-carbonyl)-9,9'-dimethyl-9H,9'H-[1,1'-bipyrido[3,4-b]indole] 2-oxide; In dichloromethane; at -10 ℃; for 24h; enantioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2021.131924

Reference yield: 78.0%

ethyl (2Z)-3-phenyl-3-(phenylamino)prop-2-enoate (3556-76-1,124413-92-9,53256-22-7) → (S)-ethyl 3-phenyl-3-(phenylamino)propanoate (174953-38-9)

Guidance literature:

With borane-ammonia complex; C₅₂H₄₉O₄PSi₂; water; In benzene; at 60 ℃; for 24h; enantioselective reaction; Sealed tube;

DOI:10.1002/anie.201806877

Reference yield:

ethyl (2Z)-3-phenyl-3-(phenylamino)prop-2-enoate (3556-76-1,124413-92-9,53256-22-7) → (S)-ethyl 3-phenyl-3-(phenylamino)propanoate (174953-38-9) + (R)-ethyl 3-phenyl-3-(phenylamino)propanoate

Guidance literature:

ethyl (2Z)-3-phenyl-3-(phenylamino)prop-2-enoate; With [(S)-2-(hydroxydiphenylmethyl)-pyrrolidin-1-yl]-(1-methyl-1H-imidazol-2-yl)methanone; trichlorosilane; benzoic acid; In dichloromethane; at 0 ℃; for 10h;

With water; sodium hydroxide; In dichloromethane; optical yield given as %ee; enantioselective reaction;

DOI:10.1016/j.tet.2012.04.084

upstream raw materials:

ethyl β-anilinocinnamate

ethyl (2Z)-3-phenyl-3-(phenylamino)prop-2-enoate

ethyl 3-oxo-3-phenylpropionate

aniline