L-Tyrosine, N-[5-[methyl[(4-methylphenyl)sulfonyl]amino]-4-pyrimidinyl]-, 1,1-dimethylethyl ester, dimethylcarbamate (ester)

Base Information

• Chemical Name: L-Tyrosine, N-[5-[methyl[(4-methylphenyl)sulfonyl]amino]-4-pyrimidinyl]-, 1,1-dimethylethyl ester, dimethylcarbamate (ester)
• CAS No.: 285139-33-5
• Molecular Formula: C28H35N5O6S
• Molecular Weight: 569.682
• Mol file: 285139-33-5.mol

Synonyms:

Chemical Property of L-Tyrosine, N-[5-[methyl[(4-methylphenyl)sulfonyl]amino]-4-pyrimidinyl]-, 1,1-dimethylethyl ester, dimethylcarbamate (ester)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Tyrosine, N-[5-[methyl[(4-methylphenyl)sulfonyl]amino]-4-pyrimidinyl]-, 1,1-dimethylethyl ester, dimethylcarbamate (ester)

There total 5 articles about L-Tyrosine, N-[5-[methyl[(4-methylphenyl)sulfonyl]amino]-4-pyrimidinyl]-, 1,1-dimethylethyl ester, dimethylcarbamate (ester) 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: 82.0%

N-[5-(N-4-toluenesulfonyl-amino)pyrimidin-4-yl]-L-4-(N,N-dimethylcarbarnyloxy)phenylalanine tert-butyl ester (285139-32-4) + N-Methyl-N'-nitro-N-nitrosoguanidine (70-25-7) → N-[5-(N-methyl-N-4-toluenesulfonylamino)pyrimidin-4-yl]-L-4-(N,N-dimethylcarbarnyloxy)phenylalanine tert-butyl ester (285139-33-5)

Guidance literature:

N-Methyl-N'-nitro-N-nitrosoguanidine; With sodium hydroxide; In diethyl ether; at 0 ℃; for 0.416667h;

N-[5-(N-4-toluenesulfonyl-amino)pyrimidin-4-yl]-L-4-(N,N-dimethylcarbarnyloxy)phenylalanine tert-butyl ester; In diethyl ether; dichloromethane; at 0 ℃; for 0.25h;

Reference yield:

L-4-(N,N-dimethylcarbamyloxy)phenylalanine tert-butyl ester (284486-57-3) → N-[5-(N-methyl-N-4-toluenesulfonylamino)pyrimidin-4-yl]-L-4-(N,N-dimethylcarbarnyloxy)phenylalanine tert-butyl ester (285139-33-5)

Guidance literature:

Multi-step reaction with 4 steps

1: N,N-diethyl-N-isopropylamine / dichloromethane / 0 °C

2: palladium on activated charcoal; hydrogen; sodium hydrogencarbonate / ethanol

3: pyridine

4: potassium carbonate / N,N-dimethyl-formamide

With N,N-diethyl-N-isopropylamine; palladium on activated charcoal; hydrogen; sodium hydrogencarbonate; potassium carbonate; In pyridine; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2013.03.010

Reference yield:

N-(2-chloro-5-nitropyrimidin-4-yl)-L-4-(N,N-dimethylcarbamyloxy)phenylalanine tert-butyl ester (285139-31-3) → N-[5-(N-methyl-N-4-toluenesulfonylamino)pyrimidin-4-yl]-L-4-(N,N-dimethylcarbarnyloxy)phenylalanine tert-butyl ester (285139-33-5)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium on activated charcoal; hydrogen; sodium hydrogencarbonate / ethanol

2: pyridine

3: potassium carbonate / N,N-dimethyl-formamide

With palladium on activated charcoal; hydrogen; sodium hydrogencarbonate; potassium carbonate; In pyridine; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2013.03.010

upstream raw materials:

N-[5-(N-4-toluenesulfonyl-amino)pyrimidin-4-yl]-L-4-(N,N-dimethylcarbarnyloxy)phenylalanine tert-butyl ester

N-Methyl-N'-nitro-N-nitrosoguanidine

L-4-(N,N-dimethylcarbamyloxy)phenylalanine tert-butyl ester

N-(2-chloro-5-nitropyrimidin-4-yl)-L-4-(N,N-dimethylcarbamyloxy)phenylalanine tert-butyl ester

Downstream raw materials:

N-[5-(N-methyl-N-4-toluenesulfonylamino)pyrimidin-4-yl]-L-4-(N,N-dimethylcarbarnyloxy)phenylalanine