L-Tyrosine, N-(2-benzoylphenyl)-O-[2-[2-[3-[3-[[(1,1-dimethylethoxy)carbonyl]amino] -1-propynyl]phenyl]-5-methyl-4-oxazolyl]ethyl]-

Base Information

• Chemical Name: L-Tyrosine, N-(2-benzoylphenyl)-O-[2-[2-[3-[3-[[(1,1-dimethylethoxy)carbonyl]amino] -1-propynyl]phenyl]-5-methyl-4-oxazolyl]ethyl]-
• CAS No.: 679834-90-3
• Molecular Formula: C42H41N3O7
• Molecular Weight: 699.803
• Mol file: 679834-90-3.mol

Synonyms:

Chemical Property of L-Tyrosine, N-(2-benzoylphenyl)-O-[2-[2-[3-[3-[[(1,1-dimethylethoxy)carbonyl]amino] -1-propynyl]phenyl]-5-methyl-4-oxazolyl]ethyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Tyrosine, N-(2-benzoylphenyl)-O-[2-[2-[3-[3-[[(1,1-dimethylethoxy)carbonyl]amino] -1-propynyl]phenyl]-5-methyl-4-oxazolyl]ethyl]-

There total 5 articles about L-Tyrosine, N-(2-benzoylphenyl)-O-[2-[2-[3-[3-[[(1,1-dimethylethoxy)carbonyl]amino] -1-propynyl]phenyl]-5-methyl-4-oxazolyl]ethyl]- 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: 79.0%

methyl (2S)-2-[(2-benzoylphenyl)amino]-3-(4-{2-[2-(3-{3-[(tert-butoxycarbonyl)amino]-1-propynyl}phenyl)-5-methyl-1,3-oxazol-4-yl]ethoxy}phenyl)propanoate (679834-89-0) → (2S)-2-[(2-benzoylphenyl)amino]-3-(4-{2-[2-(3-{3-[(tert-butoxycarbonyl)amino]-1-propynyl}phenyl)-5-methyl-1,3-oxazol-4-yl]ethoxy}phenyl)propanoic acid (679834-90-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 25 ℃; for 3h;

DOI:10.1016/S0968-0896(03)00494-2

Reference yield:

3-iodobenzoyl chloride (1711-10-0) → (2S)-2-[(2-benzoylphenyl)amino]-3-(4-{2-[2-(3-{3-[(tert-butoxycarbonyl)amino]-1-propynyl}phenyl)-5-methyl-1,3-oxazol-4-yl]ethoxy}phenyl)propanoic acid (679834-90-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 19.2 g / ammonia / tetrahydrofuran / 15 h / -78 - -40 °C

2: 4.2 g / 4 h / 125 °C

3: 87 percent / LiBH₄ / tetrahydrofuran / 1.5 h / 22 - 50 °C

4: 61 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 24 h / 22 °C

5: 79 percent / Pd(PPh₃)2Cl₂; triethylamine; CuI / 0.5 h / 60 °C

6: 79 percent / LiOH / H₂O; methanol; tetrahydrofuran / 3 h / 25 °C

With bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide; copper(l) iodide; lithium borohydride; ammonia; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; water; 4: Mitsunobu reaction / 5: Sonagashira coupling;

DOI:10.1016/S0968-0896(03)00494-2

Reference yield:

ethyl 4-bromo-3-oxopentanoate (36187-69-6) → (2S)-2-[(2-benzoylphenyl)amino]-3-(4-{2-[2-(3-{3-[(tert-butoxycarbonyl)amino]-1-propynyl}phenyl)-5-methyl-1,3-oxazol-4-yl]ethoxy}phenyl)propanoic acid (679834-90-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 4.2 g / 4 h / 125 °C

2: 87 percent / LiBH₄ / tetrahydrofuran / 1.5 h / 22 - 50 °C

3: 61 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 24 h / 22 °C

4: 79 percent / Pd(PPh₃)2Cl₂; triethylamine; CuI / 0.5 h / 60 °C

5: 79 percent / LiOH / H₂O; methanol; tetrahydrofuran / 3 h / 25 °C

With bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide; copper(l) iodide; lithium borohydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; water; 3: Mitsunobu reaction / 4: Sonagashira coupling;

DOI:10.1016/S0968-0896(03)00494-2

upstream raw materials:

methyl (2S)-2-[(2-benzoylphenyl)amino]-3-(4-{2-[2-(3-{3-[(tert-butoxycarbonyl)amino]-1-propynyl}phenyl)-5-methyl-1,3-oxazol-4-yl]ethoxy}phenyl)propanoate

3-iodobenzoyl chloride

ethyl 4-bromo-3-oxopentanoate

ethyl [2-(3-iodophenyl)-5-methyl-1,3-oxazol-4-yl]acetate