cyclo[-(2S,3S,E)-2-methyl-3-phenylethenyl-3-aminopropanoyl-α-(R)-Glu-α-OMe-γ-Sar-(R)-Asp-α-OMe-β-(S)-Phe-]

Base Information

• Chemical Name: cyclo[-(2S,3S,E)-2-methyl-3-phenylethenyl-3-aminopropanoyl-α-(R)-Glu-α-OMe-γ-Sar-(R)-Asp-α-OMe-β-(S)-Phe-]
• CAS No.: 368449-09-6
• Molecular Formula: C₃₅H₄₃N₅O₉
• Molecular Weight: 677.755
• Mol file: 368449-09-6.mol

Synonyms:cyclo[-(2S,3S,E)-2-methyl-3-phenylethenyl-3-aminopropanoyl-α-(R)-Glu-α-OMe-γ-Sar-(R)-Asp-α-OMe-β-(S)-Phe-]

Chemical Property of cyclo[-(2S,3S,E)-2-methyl-3-phenylethenyl-3-aminopropanoyl-α-(R)-Glu-α-OMe-γ-Sar-(R)-Asp-α-OMe-β-(S)-Phe-]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cyclo[-(2S,3S,E)-2-methyl-3-phenylethenyl-3-aminopropanoyl-α-(R)-Glu-α-OMe-γ-Sar-(R)-Asp-α-OMe-β-(S)-Phe-]

There total 4 articles about cyclo[-(2S,3S,E)-2-methyl-3-phenylethenyl-3-aminopropanoyl-α-(R)-Glu-α-OMe-γ-Sar-(R)-Asp-α-OMe-β-(S)-Phe-] 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: 27.0%

(2S)-phenylalanyl-[(2S,3S,E)-2-methyl-3-phenylethenyl-3-aminopropanoyl]-[α-methyl (2R)-glutamyl]-γ-sarcosyl-[α-methyl (2R)-aspartate] diester → cyclo[-(2S,3S,E)-2-methyl-3-phenylethenyl-3-aminopropanoyl-α-(R)-Glu-α-OMe-γ-Sar-(R)-Asp-α-OMe-β-(S)-Phe-] (368449-09-6)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 6h;

DOI:10.1039/b100402f

Reference yield:

N-Fmoc L-Phe (35661-40-6) → cyclo[-(2S,3S,E)-2-methyl-3-phenylethenyl-3-aminopropanoyl-α-(R)-Glu-α-OMe-γ-Sar-(R)-Asp-α-OMe-β-(S)-Phe-] (368449-09-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / DIPEA; BOP-Cl / CH₂Cl₂; dimethylformamide / 6 h / 0 °C

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/b100402f

Reference yield:

α-methyl (2R)-N-(fluoren-9-ylmethoxycarbonyl)glutamate ester (175452-89-8) → cyclo[-(2S,3S,E)-2-methyl-3-phenylethenyl-3-aminopropanoyl-α-(R)-Glu-α-OMe-γ-Sar-(R)-Asp-α-OMe-β-(S)-Phe-] (368449-09-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / DIPEA; BOP-Cl / CH₂Cl₂; dimethylformamide / 6 h / 0 °C

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/b100402f

upstream raw materials:

N-Fmoc L-Phe

α-methyl (2R)-N-(fluoren-9-ylmethoxycarbonyl)glutamate ester

(2S,3S,4E)-3-[N-(fluoren-9-ylmethoxycarbonyl)amino]-2-methyl-5-phenylpent-4-enoic acid