L-Tyrosinamide, N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanyl-3-(methoxycarbonyl)-O- (2-methoxy-2-oxoethyl)-N-pentyl-

Base Information

• Chemical Name: L-Tyrosinamide, N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanyl-3-(methoxycarbonyl)-O- (2-methoxy-2-oxoethyl)-N-pentyl-
• CAS No.: 221077-46-9
• Molecular Formula: C33H45N3O9
• Molecular Weight: 627.735
• Mol file: 221077-46-9.mol

Synonyms:

Chemical Property of L-Tyrosinamide, N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanyl-3-(methoxycarbonyl)-O- (2-methoxy-2-oxoethyl)-N-pentyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Tyrosinamide, N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanyl-3-(methoxycarbonyl)-O- (2-methoxy-2-oxoethyl)-N-pentyl-

There total 7 articles about L-Tyrosinamide, N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanyl-3-(methoxycarbonyl)-O- (2-methoxy-2-oxoethyl)-N-pentyl- 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: 67.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(2-methoxy-2-oxoethoxy)benzoate (221077-44-7) → 5-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-pentylcarbamoyl-ethyl]-2-methoxycarbonylmethoxy-benzoic acid methyl ester (221077-46-9)

Guidance literature:

methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(2-methoxy-2-oxoethoxy)benzoate; With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 2h;

N-tert-butoxycarbonyl-L-phenylalanine; With triethylamine; In dichloromethane;

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 - 20 ℃;

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + 5-((S)-2-Amino-2-pentylcarbamoyl-ethyl)-2-methoxycarbonylmethoxy-benzoic acid methyl ester; hydrochloride → 5-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-pentylcarbamoyl-ethyl]-2-methoxycarbonylmethoxy-benzoic acid methyl ester (221077-46-9)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm010393s

Reference yield:

methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(2-methoxy-2-oxoethoxy)benzoate (221077-44-7) → 5-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-2-pentylcarbamoyl-ethyl]-2-methoxycarbonylmethoxy-benzoic acid methyl ester (221077-46-9)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂

2: EDC; TEA

With TEA; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0960-894X(02)01065-X

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

5-((S)-2-Amino-2-pentylcarbamoyl-ethyl)-2-methoxycarbonylmethoxy-benzoic acid methyl ester

methyl 5-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-oxo-3-(pentylamino)propyl]-2-(2-methoxy-2-oxoethoxy)benzoate

3-Iodo-L-tyrosine

Downstream raw materials:

C₃₂H₄₀N₆O₈S