Alaninamide, N-[(phenylmethoxy)carbonyl]-L-leucyl-2-methylalanyl-L-phenylalanylglycyl -2-methylalanyl-N,2-dimethyl-N-phenyl-

Base Information

• Chemical Name: Alaninamide, N-[(phenylmethoxy)carbonyl]-L-leucyl-2-methylalanyl-L-phenylalanylglycyl -2-methylalanyl-N,2-dimethyl-N-phenyl-
• CAS No.: 848155-45-3
• Molecular Formula: C44H59N7O8
• Molecular Weight: 813.995
• Mol file: 848155-45-3.mol

Synonyms:

Chemical Property of Alaninamide, N-[(phenylmethoxy)carbonyl]-L-leucyl-2-methylalanyl-L-phenylalanylglycyl -2-methylalanyl-N,2-dimethyl-N-phenyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Alaninamide, N-[(phenylmethoxy)carbonyl]-L-leucyl-2-methylalanyl-L-phenylalanylglycyl -2-methylalanyl-N,2-dimethyl-N-phenyl-

There total 5 articles about Alaninamide, N-[(phenylmethoxy)carbonyl]-L-leucyl-2-methylalanyl-L-phenylalanylglycyl -2-methylalanyl-N,2-dimethyl-N-phenyl- 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: 60.0%

Z-Leu-Aib-Phe-OH (848155-49-7) + H-Gly-Aib-Aib-N(Me)Ph (847165-46-2) → benzyl N-((S)-1{[(1,1-dimethyl-2{[1-(S)-benzyl-2-({2-[(1,1-dimethyl-2-{[1,1-dimethyl-2-(methylphenylamino)-2-oxoethyl]amino}-2-oxoethyl)amino]-2-oxoethyl}amino)-2-oxoethyl]amino}-2-oxoethyl)amino]oxomethyl}-3-methylbutyl)-carbamate (848155-45-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tet.2004.12.012

Reference yield:

Z-Gly-Aib-Aib-N(Me)Ph → benzyl N-((S)-1{[(1,1-dimethyl-2{[1-(S)-benzyl-2-({2-[(1,1-dimethyl-2-{[1,1-dimethyl-2-(methylphenylamino)-2-oxoethyl]amino}-2-oxoethyl)amino]-2-oxoethyl}amino)-2-oxoethyl]amino}-2-oxoethyl)amino]oxomethyl}-3-methylbutyl)-carbamate (848155-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / hydrogen / palladium on activated charcoal / methanol / atmospheric pressure

2: 60 percent / N-ethyl-N,N-diisopropylamine; PyAOP / CH₂Cl₂ / 20 °C

With hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/j.tet.2004.12.012

Reference yield:

tert-butyl N-[N-(N-benzyloxycarbonyl-(S)-leucyl)-2,2-dimethylglycyl]-(S)-phenylalaninate (848155-44-2) → benzyl N-((S)-1{[(1,1-dimethyl-2{[1-(S)-benzyl-2-({2-[(1,1-dimethyl-2-{[1,1-dimethyl-2-(methylphenylamino)-2-oxoethyl]amino}-2-oxoethyl)amino]-2-oxoethyl}amino)-2-oxoethyl]amino}-2-oxoethyl)amino]oxomethyl}-3-methylbutyl)-carbamate (848155-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / trifluoroacetic acid / CH₂Cl₂ / 6 h / 20 °C

2: 60 percent / N-ethyl-N,N-diisopropylamine; PyAOP / CH₂Cl₂ / 20 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.tet.2004.12.012

upstream raw materials:

Z-Leu-Aib-Phe-OH

H-Gly-Aib-Aib-N(Me)Ph

tert-butyl N-[N-(N-benzyloxycarbonyl-(S)-leucyl)-2,2-dimethylglycyl]-(S)-phenylalaninate

N-[(benzyloxy)carbonyl]leucyl-α-aminoisobutyric acid

Downstream raw materials:

Z-Leu-Aib-Phe-Gly-Aib-Aib-OH