3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-L-tyrosyl]-D-phenylalanine methyl ester

Base Information

• Chemical Name: 3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-L-tyrosyl]-D-phenylalanine methyl ester
• CAS No.: 178208-47-4
• Molecular Formula: C₂₅H₃₀FN₃O₈
• Molecular Weight: 519.527

Synonyms:3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-L-tyrosyl]-D-phenylalanine methyl ester

Chemical Property of 3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-L-tyrosyl]-D-phenylalanine methyl ester

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Technology Process of 3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-L-tyrosyl]-D-phenylalanine methyl ester

There total 8 articles about 3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-L-tyrosyl]-D-phenylalanine methyl 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: 90.0%

(R)-3-fluoro-4-nitrophenylalanine methyl ester (178208-42-9) + 2-(tert-Butoxycarbonyl-methyl-amino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester → 3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-D-tyrosyl]-D-phenylalanine methyl ester (178208-46-3) + 3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-L-tyrosyl]-D-phenylalanine methyl ester (178208-47-4)

Guidance literature:

In tetrahydrofuran; at 25 ℃; for 4h;

DOI:10.1021/jo961346o

Reference yield: 80.0%

(S)-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-hydroxyphenyl)propanoic acid (82038-34-4) + (S)-3-fluoro-4-nitrophenylalanine methyl ester (160247-85-8) → 3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-L-tyrosyl]-D-phenylalanine methyl ester (178208-47-4) + 3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-L-tyrosyl]-L-phenylalanine methyl ester (178208-45-2)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; for 22h; Ambient temperature;

DOI:10.1016/S0040-4020(97)00706-0

Reference yield: 70.0%

(R)-3-fluoro-4-nitrophenylalanine methyl ester (178208-42-9) + (S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester (178208-43-0) → 3-fluoro-4-nitro-N-[N-(tert-butyloxycarbonyl)-N-methyl-L-tyrosyl]-D-phenylalanine methyl ester (178208-47-4)

Guidance literature:

In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4020(97)00706-0

upstream raw materials:

(R)-3-fluoro-4-nitrophenylalanine methyl ester

(S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester

(S)-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-hydroxyphenyl)propanoic acid

(S)-3-fluoro-4-nitrophenylalanine methyl ester

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