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

Base Information

Chemical Name:N-[4-(N-benzyloxyamino)-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N,N'-bis(benzyloxycarbonyl)guanidinomethyl]phenylalanine N-methylamide
CAS No.:484685-96-3
Molecular Formula:C₅₂H₆₀N₆O₈
Molecular Weight:897.084
Hs Code.:

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

Synonyms:N-[4-(N-benzyloxyamino)-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N,N'-bis(benzyloxycarbonyl)guanidinomethyl]phenylalanine N-methylamide

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Chemical Property of N-[4-(N-benzyloxyamino)-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N,N'-bis(benzyloxycarbonyl)guanidinomethyl]phenylalanine N-methylamide

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Technology Process of N-[4-(N-benzyloxyamino)-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N,N'-bis(benzyloxycarbonyl)guanidinomethyl]phenylalanine N-methylamide

There total 7 articles about N-[4-(N-benzyloxyamino)-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N,N'-bis(benzyloxycarbonyl)guanidinomethyl]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: 76.0%

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 751476-44-5
N-[4-hydroxy-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N,N'-bis(benzyloxycarbonyl)guanidinomethyl]phenylalanine N-methylamide

: 484685-96-3
N-[4-(N-benzyloxyamino)-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N,N'-bis(benzyloxycarbonyl)guanidinomethyl]phenylalanine N-methylamide

Guidance literature:: 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:

: 228260-15-9
tert-butyl (S)-(3-(4-cyanophenyl)-1-(methylamino)-1-oxopropan-2-yl)carbamate

: 484685-96-3
N-[4-(N-benzyloxyamino)-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N,N'-bis(benzyloxycarbonyl)guanidinomethyl]phenylalanine N-methylamide

Guidance literature:: Multi-step reaction with 6 steps

1: HCl / ethyl acetate

2: 87 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / -15 - 20 °C

3: 79 percent / aqueous trifluoroacetic acid / 4 h / 5 °C

4: 94 percent / HCl; hydrogen / 5 percent Pd/C / ethanol / 10 h / 20 °C

5: 86 percent / triethylamine / dimethylformamide

6: 76 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; triethylamine / dimethylformamide / -15 - 20 °C

With hydrogenchloride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In ethanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(02)00109-8

Reference yield:

: (S)-2-amino-3-(4-cyanophenyl)-N-methylpropanamide hydrochloride

: 484685-96-3
N-[4-(N-benzyloxyamino)-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N,N'-bis(benzyloxycarbonyl)guanidinomethyl]phenylalanine N-methylamide

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / -15 - 20 °C

2: 79 percent / aqueous trifluoroacetic acid / 4 h / 5 °C

3: 94 percent / HCl; hydrogen / 5 percent Pd/C / ethanol / 10 h / 20 °C

4: 86 percent / triethylamine / dimethylformamide

5: 76 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; triethylamine / dimethylformamide / -15 - 20 °C

With hydrogenchloride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(02)00109-8