2-Butenoic acid, 3-(acetylamino)-, phenylmethyl ester, (2Z)-

Base Information

• Chemical Name: 2-Butenoic acid, 3-(acetylamino)-, phenylmethyl ester, (2Z)-
• CAS No.: 505092-89-7
• Molecular Formula: C13H15NO3
• Molecular Weight: 233.267
• Mol file: 505092-89-7.mol

Synonyms:

Chemical Property of 2-Butenoic acid, 3-(acetylamino)-, phenylmethyl ester, (2Z)-

Chemical Property:

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Butenoic acid, 3-(acetylamino)-, phenylmethyl ester, (2Z)-

There total 3 articles about 2-Butenoic acid, 3-(acetylamino)-, phenylmethyl ester, (2Z)- 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: 51.0%

acetamide (60-35-5) + benzyl acetoacetate (5396-89-4) → benzyl (Z)-β-acetylamino butenoate (505092-89-7)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 12h; Reflux; Inert atmosphere;

DOI:10.1021/ja104305s

Reference yield:

benzyl acetoacetate (5396-89-4) → benzyl (Z)-β-acetylamino butenoate (505092-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₄OAc / methanol / 72 h

2: 1.20 g / pyridine / tetrahydrofuran

With pyridine; ammonium acetate; In tetrahydrofuran; methanol;

DOI:10.1021/jo020453h

Reference yield:

acetic anhydride (108-24-7) + benzyl-β-aminocrotonate (43107-11-5) → benzyl (Z)-β-acetylamino butenoate (505092-89-7) + benzyl (E)-β-acetylamino butenoate (505092-90-0)

Guidance literature:

With pyridine; In tetrahydrofuran;

DOI:10.1021/jo020453h

upstream raw materials:

acetic anhydride

benzyl-β-aminocrotonate

benzyl acetoacetate

acetamide

Downstream raw materials:

C₂₇H₂₃NO₃

Refernces

• 1、 Holz, Jens,Monsees, Axel,Jiao, Haijun,You, Jinsong,Komarov, Igor V.,Fischer, Christine,Drauz, Karlheinz,Boerner, Armin. "Synthesis of a new chiral bisphospholane ligand for the Rh(I)-catalyzed enantioselective hydrogenation of isomeric β-acylamido acrylates". . p. 1701 - 1707. Retrieved 2007/10/03.