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

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Chemical Name:N-[4-hydroxy-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4'-[N,N'-bis(benzyloxycarbonyl)guanidinomethyl]phenylalanine N-methylamide
CAS No.:751476-44-5
Molecular Formula:C₄₅H₅₃N₅O₈
Molecular Weight:791.945
Hs Code.:

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

There total 5 articles about N-[4-hydroxy-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: 86.0%

: 152120-55-3
N,N-bis(benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine

: N-[4-hydroxy-2(R)-isobutyl-3(S)-phenylpropylsuccinyl]-L-4-aminomethylphenylalanine N-methylamide hydrochloride

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

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide;
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

: 751476-44-5
N-[4-hydroxy-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: 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

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

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

Guidance literature:: Multi-step reaction with 4 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

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