(R)-(Z)-ethyl 3-(1-phenylethylamino)-2-(cyanomethyl)-3-phenylacrilate

Base Information

• Chemical Name: (R)-(Z)-ethyl 3-(1-phenylethylamino)-2-(cyanomethyl)-3-phenylacrilate
• CAS No.: 869641-15-6
• Molecular Formula: C₂₁H₂₂N₂O₂
• Molecular Weight: 334.418
• Mol file: 869641-15-6.mol

Synonyms:(R)-(Z)-ethyl 3-(1-phenylethylamino)-2-(cyanomethyl)-3-phenylacrilate

Chemical Property of (R)-(Z)-ethyl 3-(1-phenylethylamino)-2-(cyanomethyl)-3-phenylacrilate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(Z)-ethyl 3-(1-phenylethylamino)-2-(cyanomethyl)-3-phenylacrilate

There total 2 articles about (R)-(Z)-ethyl 3-(1-phenylethylamino)-2-(cyanomethyl)-3-phenylacrilate 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: 49.0%

ethyl 2-(cyanomethyl)-3-oxo-3-phenylpropanoate (869641-03-2) + (R)-1-phenyl-ethyl-amine (3886-69-9) → (R)-(Z)-ethyl 3-(1-phenylethylamino)-2-(cyanomethyl)-3-phenylacrilate (869641-15-6)

Guidance literature:

With toluene-4-sulfonic acid; Heating;

DOI:10.1016/j.tet.2005.08.050

Reference yield:

ethyl 3-oxo-3-phenylpropionate (94-02-0) → (R)-(Z)-ethyl 3-(1-phenylethylamino)-2-(cyanomethyl)-3-phenylacrilate (869641-15-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 1 h / 20 °C

1.2: 78 percent / tetrahydrofuran / 4 h

2.1: 49 percent / PTSA / Heating

With sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran;

DOI:10.1016/j.tet.2005.08.050

Reference yield: 78.0%

(R)-(Z)-ethyl 3-(1-phenylethylamino)-2-(cyanomethyl)-3-phenylacrilate (869641-15-6) → (R)-ethyl 5-amino-2-phenyl-1-(1-phenylethyl)-1H-pyrrole-3-carboxylate

Guidance literature:

With potassium ethoxide; In ethanol; at 20 ℃;

DOI:10.1016/j.tet.2005.08.050

upstream raw materials:

ethyl 2-(cyanomethyl)-3-oxo-3-phenylpropanoate

(R)-1-phenyl-ethyl-amine

ethyl 3-oxo-3-phenylpropionate