2-(((benzyloxy)carbonyl)amino)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoic acid

Base Information

• Chemical Name: 2-(((benzyloxy)carbonyl)amino)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoic acid
• CAS No.: 1174062-36-2
• Molecular Formula: C₁₆H₁₇N₃O₆
• Molecular Weight: 347.327

Synonyms:2-(((benzyloxy)carbonyl)amino)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoic acid

Chemical Property of 2-(((benzyloxy)carbonyl)amino)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoic acid

Chemical Property:

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Technology Process of 2-(((benzyloxy)carbonyl)amino)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoic acid

There total 2 articles about 2-(((benzyloxy)carbonyl)amino)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoic acid 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: 83.0%

(S)-ethyl 2-(((benzyloxy)carbonyl)amino)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoate → 2-(((benzyloxy)carbonyl)amino)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoic acid (1174062-36-2)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; at 20 ℃; for 24h;

DOI:10.1016/j.bioorg.2020.103864

Reference yield: 36.0%

((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester (26054-60-4) + thymin (65-71-4,28806-14-6,691841-57-3) → 2-(((benzyloxy)carbonyl)amino)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoic acid (1174062-36-2)

Guidance literature:

thymin; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 2h;

((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester; In N,N-dimethyl-formamide; mineral oil; at -78 ℃; for 19h;

DOI:10.1016/j.bioorg.2020.103864

Reference yield: 83.0%

ethanol (64-17-5) + 2-(((benzyloxy)carbonyl)amino)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoic acid (1174062-36-2) → (S)-ethyl 2-(((benzyloxy)carbonyl)amino)-3-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoate

Guidance literature:

With thionyl chloride; for 0.5h; Cooling with ice;

DOI:10.1016/j.bioorg.2020.103864

upstream raw materials:

((S)-2-Oxo-oxetan-3-yl)-carbamic acid benzyl ester

thymin

Downstream raw materials:

Z-L-AlaT-Aib-OtBu

Z-AlaT-Aib-Lys(Boc)-NH₂

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