N-[2-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)acetyl]-L-phenylalanine

Base Information

• Chemical Name: N-[2-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)acetyl]-L-phenylalanine
• CAS No.: 1338978-41-8
• Molecular Formula: C₁₆H₁₇N₃O₅
• Molecular Weight: 331.328
• Mol file: 1338978-41-8.mol

Synonyms:N-[2-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)acetyl]-L-phenylalanine

Chemical Property of N-[2-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)acetyl]-L-phenylalanine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[2-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)acetyl]-L-phenylalanine

There total 4 articles about N-[2-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)acetyl]-L-phenylalanine 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: 78.0%

thymidyl acetic acid (20924-05-4) + L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → N-[2-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)acetyl]-L-phenylalanine (1338978-41-8)

Guidance literature:

thymidyl acetic acid; With Succinimide; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃;

L-phenylalanine; With sodium carbonate; In water; N,N-dimethyl-formamide; at 20 ℃; for 24h;

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + 1-(carboxymethyl)thymine N-hydroxysuccinimidyl ester (257929-75-2) → N-[2-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)acetyl]-L-phenylalanine (1338978-41-8)

Guidance literature:

With sodium carbonate; In water; N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1002/anie.201103641

Reference yield:

thymin (65-71-4,28806-14-6,691841-57-3) → N-[2-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)acetyl]-L-phenylalanine (1338978-41-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / water / 1 h / 40 °C

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-pyrrolidine-2,5-dione / N,N-dimethyl-formamide / 1 h / 20 °C / Schlenk technique

2.2: 24 h / 20 °C / Schlenk technique

With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; In water; N,N-dimethyl-formamide;

DOI:10.1002/pola.28954

upstream raw materials:

L-phenylalanine

1-(carboxymethyl)thymine N-hydroxysuccinimidyl ester

thymidyl acetic acid

thymin

Downstream raw materials:

thymine-Phe-Phe

thymine-Phe-Phe-Tyr-phosphate

C₃₁H₃₇N₅O₁₀