N-(3-(4-acetoxyphenyl)-propenoyl)-D-alanine tryptamide

Base Information

• Chemical Name: N-(3-(4-acetoxyphenyl)-propenoyl)-D-alanine tryptamide
• CAS No.: 940290-22-2
• Molecular Formula: C₂₄H₂₅N₃O₄
• Molecular Weight: 419.48
• Mol file: 940290-22-2.mol

Synonyms:N-(3-(4-acetoxyphenyl)-propenoyl)-D-alanine tryptamide

Chemical Property of N-(3-(4-acetoxyphenyl)-propenoyl)-D-alanine tryptamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-(4-acetoxyphenyl)-propenoyl)-D-alanine tryptamide

There total 3 articles about N-(3-(4-acetoxyphenyl)-propenoyl)-D-alanine tryptamide 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: 40.0%

D-alanine tryptamide (940290-21-1) + 4-acetoxycinnamic acid (27542-85-4) → N-(3-(4-acetoxyphenyl)-propenoyl)-D-alanine tryptamide (940290-22-2)

Guidance literature:

4-acetoxycinnamic acid; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at 0 ℃; for 1h;

D-alanine tryptamide; With triethylamine; In tetrahydrofuran; at 20 ℃; Further stages.;

DOI:10.1016/j.bmcl.2007.02.023

Reference yield:

N-(benzyloxycarbonyl)-D-alanine tryptamide (940290-20-0) → N-(3-(4-acetoxyphenyl)-propenoyl)-D-alanine tryptamide (940290-22-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 98 percent / H₂ / Pd/C / methanol / 0.5 h / 20 °C

2.1: Et₃N; ethyl chloroformate / tetrahydrofuran / 1 h / 0 °C

2.2: 40 percent / Et₃N / tetrahydrofuran / 20 °C

With hydrogen; chloroformic acid ethyl ester; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1016/j.bmcl.2007.02.023

Reference yield:

p-Coumaric Acid (7400-08-0,50940-26-6) → N-(3-(4-acetoxyphenyl)-propenoyl)-D-alanine tryptamide (940290-22-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 86 percent / pyridine / 20 °C

2.1: Et₃N; ethyl chloroformate / tetrahydrofuran / 1 h / 0 °C

2.2: 40 percent / Et₃N / tetrahydrofuran / 20 °C

With pyridine; chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2007.02.023

upstream raw materials:

D-alanine tryptamide

4-acetoxycinnamic acid

N-(benzyloxycarbonyl)-D-alanine tryptamide

p-Coumaric Acid

Refernces