N-[4-tert-butyloxy-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N-(benzyloxycarbonyl)amidino]phenylalanine N-methylamide

Base Information

• Chemical Name: N-[4-tert-butyloxy-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N-(benzyloxycarbonyl)amidino]phenylalanine N-methylamide
• CAS No.: 484685-82-7
• Molecular Formula: C₄₀H₅₂N₄O₆
• Molecular Weight: 684.876
• Mol file: 484685-82-7.mol

Synonyms:N-[4-tert-butyloxy-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N-(benzyloxycarbonyl)amidino]phenylalanine N-methylamide

Chemical Property of N-[4-tert-butyloxy-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N-(benzyloxycarbonyl)amidino]phenylalanine N-methylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[4-tert-butyloxy-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N-(benzyloxycarbonyl)amidino]phenylalanine N-methylamide

There total 1 articles about N-[4-tert-butyloxy-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N-(benzyloxycarbonyl)amidino]phenylalanine N-methylamide 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: 18.0%

{2-[4-(benzyloxycarbonylamino-imino-methyl)-phenyl]-1-methylcarbamoyl-ethyl}-carbamic acid tert-butyl ester + 2-isobutyl-3-(3-phenyl-propyl)-succinic acid 4-tert-butyl ester; compound with tert-butylamine → N-[4-tert-butyloxy-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N-(benzyloxycarbonyl)amidino]phenylalanine N-methylamide (484685-82-7)

Guidance literature:

{2-[4-(benzyloxycarbonylamino-imino-methyl)-phenyl]-1-methylcarbamoyl-ethyl}-carbamic acid tert-butyl ester; With hydrogenchloride; In ethyl acetate;

2-isobutyl-3-(3-phenyl-propyl)-succinic acid 4-tert-butyl ester; compound with tert-butylamine; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at -15 - 20 ℃;

DOI:10.1016/S0968-0896(02)00109-8

Reference yield: 38.0%

O-benzylhydoxylamine hydrochloride (2687-43-6) + N-[4-tert-butyloxy-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N-(benzyloxycarbonyl)amidino]phenylalanine N-methylamide (484685-82-7) → N-[4-(N-benzyloxyamino)-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N-(benzyloxycarbonyl)amidino]phenylalanine N-methylamide (484685-92-9)

Guidance literature:

N-[4-tert-butyloxy-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N-(benzyloxycarbonyl)amidino]phenylalanine N-methylamide; With trifluoroacetic acid; at 5 ℃; for 3h;

O-benzylhydoxylamine hydrochloride; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at -15 - 20 ℃;

DOI:10.1016/S0968-0896(02)00109-8

Reference yield:

N-[4-tert-butyloxy-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N-(benzyloxycarbonyl)amidino]phenylalanine N-methylamide (484685-82-7) → N-[4-(N-hydroxyamino)-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-amidinophenylalanine N-methylamide monohydrochloride

Guidance literature:

Multi-step reaction with 2 steps

1.1: aqueous trifluoroacetic acid / 3 h / 5 °C

1.2: 38 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; triethylamine / dimethylformamide / -15 - 20 °C

2.1: hydrogen / 5 percent Pd/C / methanol / 1 h / 20 °C

With hydrogen; trifluoroacetic acid; palladium on activated charcoal; In methanol;

DOI:10.1016/S0968-0896(02)00109-8

Downstream raw materials:

N-[4-(N-benzyloxyamino)-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N-(benzyloxycarbonyl)amidino]phenylalanine N-methylamide