methyl {(S)-2-[(tert-butoxycarbonyl)amino]-3-(4-iodophenyl)propanoyl}-L-phenylalaninate

Base Information

• Chemical Name: methyl {(S)-2-[(tert-butoxycarbonyl)amino]-3-(4-iodophenyl)propanoyl}-L-phenylalaninate
• CAS No.: 79385-56-1
• Molecular Formula: C₂₄H₂₉IN₂O₅
• Molecular Weight: 552.409
• Mol file: 79385-56-1.mol

Synonyms:methyl {(S)-2-[(tert-butoxycarbonyl)amino]-3-(4-iodophenyl)propanoyl}-L-phenylalaninate

Chemical Property of methyl {(S)-2-[(tert-butoxycarbonyl)amino]-3-(4-iodophenyl)propanoyl}-L-phenylalaninate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl {(S)-2-[(tert-butoxycarbonyl)amino]-3-(4-iodophenyl)propanoyl}-L-phenylalaninate

There total 2 articles about methyl {(S)-2-[(tert-butoxycarbonyl)amino]-3-(4-iodophenyl)propanoyl}-L-phenylalaninate 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: 84.0%

methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) + N-Boc-4-I-Phe-OH (103882-09-3,62129-44-6) → methyl {(S)-2-[(tert-butoxycarbonyl)amino]-3-(4-iodophenyl)propanoyl}-L-phenylalaninate (79385-56-1)

Guidance literature:

N-Boc-4-I-Phe-OH; With benzotriazol-1-ol; In dichloromethane; N,N-dimethyl-formamide; for 0.0833333h;

methyl (2S)-2-amino-3-phenylpropanoate; With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1039/c6ob02437h

Reference yield: 74.0%

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) + N-Boc-4-I-Phe-OH (103882-09-3,62129-44-6) → methyl {(S)-2-[(tert-butoxycarbonyl)amino]-3-(4-iodophenyl)propanoyl}-L-phenylalaninate (79385-56-1)

Guidance literature:

With triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 4 ℃; for 16h;

DOI:10.1039/P19810002040

Reference yield: 87.0%

methyl {(S)-2-[(tert-butoxycarbonyl)amino]-3-(4-iodophenyl)propanoyl}-L-phenylalaninate (79385-56-1) + N-butylamine (109-73-9,85404-21-3) → methyl {(S)-2-[(tert-butoxycarbonyl)amino]-3-[4-(butylamino)phenyl]propanoyl}-L-phenylalaninate

Guidance literature:

methyl {(S)-2-[(tert-butoxycarbonyl)amino]-3-(4-iodophenyl)propanoyl}-L-phenylalaninate; With copper(l) iodide; L-proline; In dimethyl sulfoxide; at 20 ℃; for 0.0833333h; Inert atmosphere;

N-butylamine; In dimethyl sulfoxide; at 20 ℃; for 17h; Inert atmosphere;

DOI:10.1002/cctc.201501375

upstream raw materials:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-Boc-4-I-Phe-OH

methyl (2S)-2-amino-3-phenylpropanoate

Downstream raw materials:

N-2-(4-biphenylyl)isopropoxycarbonylasparaginyl-4-iodophenylalanyl-phenylalanine methyl ester

N-2-(p-biphenylyl)isopropoxycarbonylasparaginyl-4-iodophenylalanyl-phenylalanine hydrazide

Bpoc-Asn-Phe(I)-Phe-N₃

Bpoc-Asn-Phe(I)-Phe-Trp-Lys(Boc)-Thr(Bu^t)-OH