methyl N-(butoxycarbonyl)-3-[({3-[4-({[(1,1-dimethylethoxy)carbonyl]amino}iminomethyl)phenyl]-4,5-dihydro-5-isoxazolyl}acetyl)methylamino]-L-alanine

Base Information

• Chemical Name: methyl N-(butoxycarbonyl)-3-[({3-[4-({[(1,1-dimethylethoxy)carbonyl]amino}iminomethyl)phenyl]-4,5-dihydro-5-isoxazolyl}acetyl)methylamino]-L-alanine
• CAS No.: 190447-79-1
• Molecular Formula: C₂₇H₃₉N₅O₈
• Molecular Weight: 561.635
• Mol file: 190447-79-1.mol

Synonyms:methyl N-(butoxycarbonyl)-3-[({3-[4-({[(1,1-dimethylethoxy)carbonyl]amino}iminomethyl)phenyl]-4,5-dihydro-5-isoxazolyl}acetyl)methylamino]-L-alanine

Chemical Property of methyl N-(butoxycarbonyl)-3-[({3-[4-({[(1,1-dimethylethoxy)carbonyl]amino}iminomethyl)phenyl]-4,5-dihydro-5-isoxazolyl}acetyl)methylamino]-L-alanine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl N-(butoxycarbonyl)-3-[({3-[4-({[(1,1-dimethylethoxy)carbonyl]amino}iminomethyl)phenyl]-4,5-dihydro-5-isoxazolyl}acetyl)methylamino]-L-alanine

There total 8 articles about methyl N-(butoxycarbonyl)-3-[({3-[4-({[(1,1-dimethylethoxy)carbonyl]amino}iminomethyl)phenyl]-4,5-dihydro-5-isoxazolyl}acetyl)methylamino]-L-alanine 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: 91.0%

carbonochloridic acid, butyl ester (592-34-7) + methyl 3-[({3-[4-({[(1,1-dimethylethoxy)carbonyl]amino}iminomethyl)phenyl]-4,5-dihydro-5-isoxazolyl}acetyl)methylamino]-L-alanine (190447-78-0) → methyl N-(butoxycarbonyl)-3-[({3-[4-({[(1,1-dimethylethoxy)carbonyl]amino}iminomethyl)phenyl]-4,5-dihydro-5-isoxazolyl}acetyl)methylamino]-L-alanine (190447-79-1)

Guidance literature:

With triethylamine; In dichloromethane; for 26h; Ambient temperature;

DOI:10.1021/jm960799i

Reference yield:

4-cyanobenzaldehyde oxime (52707-54-7,52707-59-2,64847-77-4) → methyl N-(butoxycarbonyl)-3-[({3-[4-({[(1,1-dimethylethoxy)carbonyl]amino}iminomethyl)phenyl]-4,5-dihydro-5-isoxazolyl}acetyl)methylamino]-L-alanine (190447-79-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 34 percent / aq. NaOCl / tetrahydrofuran / Ambient temperature

2: 73 percent / HCl / 24 h / Ambient temperature

3: NH₃ / methanol / 14 h / Ambient temperature

4: 75 percent / Et₃N / dimethylformamide / 16 h / 22 °C

5: 97 percent / aq. LiOH*H₂O / methanol / 16 h / 22 °C

6: TBTU, Et₃N / dimethylformamide / 2 h / Ambient temperature

7: 59 percent / H₂ / 10percent Pd/C / ethanol / 19 h / 760 Torr / Ambient temperature

8: 91 percent / Et₃N / CH₂Cl₂ / 26 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; sodium hypochlorite; ammonia; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm960799i

Reference yield:

[3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetic acid (170229-13-7) → methyl N-(butoxycarbonyl)-3-[({3-[4-({[(1,1-dimethylethoxy)carbonyl]amino}iminomethyl)phenyl]-4,5-dihydro-5-isoxazolyl}acetyl)methylamino]-L-alanine (190447-79-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 73 percent / HCl / 24 h / Ambient temperature

2: NH₃ / methanol / 14 h / Ambient temperature

3: 75 percent / Et₃N / dimethylformamide / 16 h / 22 °C

4: 97 percent / aq. LiOH*H₂O / methanol / 16 h / 22 °C

5: TBTU, Et₃N / dimethylformamide / 2 h / Ambient temperature

6: 59 percent / H₂ / 10percent Pd/C / ethanol / 19 h / 760 Torr / Ambient temperature

7: 91 percent / Et₃N / CH₂Cl₂ / 26 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; ammonia; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm960799i

upstream raw materials:

carbonochloridic acid, butyl ester

methyl 3-[({3-[4-({[(1,1-dimethylethoxy)carbonyl]amino}iminomethyl)phenyl]-4,5-dihydro-5-isoxazolyl}acetyl)methylamino]-L-alanine

4-cyanobenzaldehyde oxime

[3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetic acid

Downstream raw materials:

3-[({3-[4-({[(1,1-dimethylethoxy)carbonyl]amino}iminomethyl)phenyl]-4,5-dihydro-5-isoxazolyl}acetyl)methylamino]-N-(butoxycarbonyl)-L-alanine

Refernces