ethyl 4-(2-(tert-butoxycarbonyl(methyl)amino)-1-phenylethoxy)-2-(methylthio)pyrimidine-5-carboxylate

Base Information

• Chemical Name: ethyl 4-(2-(tert-butoxycarbonyl(methyl)amino)-1-phenylethoxy)-2-(methylthio)pyrimidine-5-carboxylate
• CAS No.: 1255701-57-5
• Molecular Formula: C₂₂H₂₉N₃O₅S
• Molecular Weight: 447.555
• Mol file: 1255701-57-5.mol

Synonyms:ethyl 4-(2-(tert-butoxycarbonyl(methyl)amino)-1-phenylethoxy)-2-(methylthio)pyrimidine-5-carboxylate

Chemical Property of ethyl 4-(2-(tert-butoxycarbonyl(methyl)amino)-1-phenylethoxy)-2-(methylthio)pyrimidine-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-(2-(tert-butoxycarbonyl(methyl)amino)-1-phenylethoxy)-2-(methylthio)pyrimidine-5-carboxylate

There total 2 articles about ethyl 4-(2-(tert-butoxycarbonyl(methyl)amino)-1-phenylethoxy)-2-(methylthio)pyrimidine-5-carboxylate 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:

4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester (5909-24-0) + N-(β-Hydroxyphenaethyl)-N-methyl-carbaminsaeure-(t-butyl)ester (77184-09-9) → ethyl 4-(2-(tert-butoxycarbonyl(methyl)amino)-1-phenylethoxy)-2-(methylthio)pyrimidine-5-carboxylate (1255701-57-5)

Guidance literature:

N-(β-Hydroxyphenaethyl)-N-methyl-carbaminsaeure-(t-butyl)ester; With sodium hydride; In tetrahydrofuran; mineral oil; at -78 - 0 ℃;

4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester; In tetrahydrofuran; mineral oil; at 20 ℃;

Reference yield:

2-(methylamino)-1-phenylethanol (68579-60-2,6589-55-5) + di-tert-butyl dicarbonate (24424-99-5) → ethyl 4-(2-(tert-butoxycarbonyl(methyl)amino)-1-phenylethoxy)-2-(methylthio)pyrimidine-5-carboxylate (1255701-57-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / -78 - 0 °C

2.2: 20 °C

With sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; mineral oil;

Reference yield: 82.0%

ethyl 4-(2-(tert-butoxycarbonyl(methyl)amino)-1-phenylethoxy)-2-(methylthio)pyrimidine-5-carboxylate (1255701-57-5) → 4-(2-(methylamino)-1-phenylethoxy)-2-(methylthio)pyrimidine-5-carboxylic acid (1255701-56-4)

Guidance literature:

ethyl 4-(2-(tert-butoxycarbonyl(methyl)amino)-1-phenylethoxy)-2-(methylthio)pyrimidine-5-carboxylate; With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

With lithium hydroxide; In tetrahydrofuran; at 0 ℃; for 2h;

upstream raw materials:

4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester

N-(β-Hydroxyphenaethyl)-N-methyl-carbaminsaeure-(t-butyl)ester

2-(methylamino)-1-phenylethanol

di-tert-butyl dicarbonate

Downstream raw materials:

4-(2-(methylamino)-1-phenylethoxy)-2-(methylthio)pyrimidine-5-carboxylic acid

6-methyl-2-(methylsulfonyl)-8-phenyl-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one

2-(4-(1H-imidazol-1-yl)phenoxy)-6-methyl-8-phenyl-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one