O-benzyl 1-butyl-[[(N-benzyloxycarbonyl-L-γ-glutamyl(α-benzyl ester)-L-leucyl)amino]methyl]phosphinate

Base Information

• Chemical Name: O-benzyl 1-butyl-[[(N-benzyloxycarbonyl-L-γ-glutamyl(α-benzyl ester)-L-leucyl)amino]methyl]phosphinate
• CAS No.: 874292-19-0
• Molecular Formula: C₃₈H₅₀N₃O₈P
• Molecular Weight: 707.804
• Mol file: 874292-19-0.mol

Synonyms:O-benzyl 1-butyl-[[(N-benzyloxycarbonyl-L-γ-glutamyl(α-benzyl ester)-L-leucyl)amino]methyl]phosphinate

Chemical Property of O-benzyl 1-butyl-[[(N-benzyloxycarbonyl-L-γ-glutamyl(α-benzyl ester)-L-leucyl)amino]methyl]phosphinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-benzyl 1-butyl-[[(N-benzyloxycarbonyl-L-γ-glutamyl(α-benzyl ester)-L-leucyl)amino]methyl]phosphinate

There total 4 articles about O-benzyl 1-butyl-[[(N-benzyloxycarbonyl-L-γ-glutamyl(α-benzyl ester)-L-leucyl)amino]methyl]phosphinate 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:

O-benzyl 1-butyl(aminomethyl)phosphinate (874292-12-3) + (S)-2-((S)-4-Benzyloxycarbonyl-4-benzyloxycarbonylamino-butyrylamino)-4-methyl-pentanoic acid 2,5-dioxo-pyrrolidin-1-yl ester (939984-68-6) → O-benzyl 1-butyl-[[(N-benzyloxycarbonyl-L-γ-glutamyl(α-benzyl ester)-L-leucyl)amino]methyl]phosphinate (874292-19-0)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1021/jm050922i

Reference yield:

1-butylphosphinic acid benzyl ester (874291-98-2) → O-benzyl 1-butyl-[[(N-benzyloxycarbonyl-L-γ-glutamyl(α-benzyl ester)-L-leucyl)amino]methyl]phosphinate (874292-19-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 51 percent / BF₃*Et₂O / toluene / 72 h / 20 °C

2: 87 percent / trifluoroacetic acid / CH₂Cl₂ / 0.25 h / 20 °C

3: triethylamine / dimethylformamide / 16 h / 20 °C

With boron trifluoride diethyl etherate; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm050922i

Reference yield:

O-benzyl 1-butyl[(N-tritylamino)methyl]phosphinate (874292-05-4) → O-benzyl 1-butyl-[[(N-benzyloxycarbonyl-L-γ-glutamyl(α-benzyl ester)-L-leucyl)amino]methyl]phosphinate (874292-19-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / trifluoroacetic acid / CH₂Cl₂ / 0.25 h / 20 °C

2: triethylamine / dimethylformamide / 16 h / 20 °C

With triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm050922i

upstream raw materials:

O-benzyl 1-butyl(aminomethyl)phosphinate

(S)-2-((S)-4-Benzyloxycarbonyl-4-benzyloxycarbonylamino-butyrylamino)-4-methyl-pentanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

1-butylphosphinic acid benzyl ester

O-benzyl 1-butyl[(N-tritylamino)methyl]phosphinate