N¹-[(S)-1-{(S)-1-[Hydroxy-(3-methyl-butylcarbamoyl)-methyl]-3-methyl-butylcarbamoyl}-2-(1H-imidazol-4-yl)-ethyl]-2-naphthalen-1-ylmethyl-N⁴-phenethyl-succinamide

Base Information

• Chemical Name: N¹-[(S)-1-{(S)-1-[Hydroxy-(3-methyl-butylcarbamoyl)-methyl]-3-methyl-butylcarbamoyl}-2-(1H-imidazol-4-yl)-ethyl]-2-naphthalen-1-ylmethyl-N⁴-phenethyl-succinamide
• CAS No.: 105166-96-9
• Molecular Formula: C₄₁H₅₄N₆O₅
• Molecular Weight: 710.917

Synonyms:

Chemical Property of N¹-[(S)-1-{(S)-1-[Hydroxy-(3-methyl-butylcarbamoyl)-methyl]-3-methyl-butylcarbamoyl}-2-(1H-imidazol-4-yl)-ethyl]-2-naphthalen-1-ylmethyl-N⁴-phenethyl-succinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N¹-[(S)-1-{(S)-1-[Hydroxy-(3-methyl-butylcarbamoyl)-methyl]-3-methyl-butylcarbamoyl}-2-(1H-imidazol-4-yl)-ethyl]-2-naphthalen-1-ylmethyl-N⁴-phenethyl-succinamide

There total 17 articles about N¹-[(S)-1-{(S)-1-[Hydroxy-(3-methyl-butylcarbamoyl)-methyl]-3-methyl-butylcarbamoyl}-2-(1H-imidazol-4-yl)-ethyl]-2-naphthalen-1-ylmethyl-N⁴-phenethyl-succinamide 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: 11.0%

N-Isoamyl (2RS,3S)-3-Amino-2-hydroxy-5-methylhexanamide Hydrochloride (105166-95-8,132413-86-6,132413-87-7) + (S)-3-(1H-Imidazol-4-yl)-2-[(R)-3-naphthalen-1-yl-2-(phenethylcarbamoyl-methyl)-propionylamino]-propionyl azide → N-Isoamyl (2RS,3S)-3--L-histidyl>amino-2-hydroxy-5-methylhexanamide (105166-96-9,132561-45-6,132561-46-7)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.38.3042

Reference yield:

N-tert-butoxycarbonyl-L-leucine methyl ester (63096-02-6) → N1-[(S)-1-{(S)-1-[Hydroxy-(3-methyl-butylcarbamoyl)-methyl]-3-methyl-butylcarbamoyl}-2-(1H-imidazol-4-yl)-ethyl]-2-naphthalen-1-ylmethyl-N4-phenethyl-succinamide (105166-96-9,132561-45-6,132561-46-7)

Guidance literature:

Multi-step reaction with 5 steps

1: diisobutylaluminum hydride

2: sodium hydrosulfite

3: aq. HCl

5: dicyclohexyl carbodiimide / HOBT

With sodium disulfite; diisobutylaluminium hydride; dicyclohexyl-carbodiimide; benzotriazol-1-ol; In hydrogenchloride;

DOI:10.1248/cpb.36.2278

Reference yield:

tert-butoxycarbonyl-L-leucinal (58521-45-2) → N1-[(S)-1-{(S)-1-[Hydroxy-(3-methyl-butylcarbamoyl)-methyl]-3-methyl-butylcarbamoyl}-2-(1H-imidazol-4-yl)-ethyl]-2-naphthalen-1-ylmethyl-N4-phenethyl-succinamide (105166-96-9,132561-45-6,132561-46-7)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydrosulfite

2: aq. HCl

4: dicyclohexyl carbodiimide / HOBT

With sodium disulfite; dicyclohexyl-carbodiimide; benzotriazol-1-ol; In hydrogenchloride;

DOI:10.1248/cpb.36.2278

upstream raw materials:

N-Isoamyl (2RS,3S)-3-Amino-2-hydroxy-5-methylhexanamide Hydrochloride

N-<(2R)-2-(1-naphthylmethyl)-3-(N-phenethylcarbamoyl)propionyl>-L-histidine methyl ester

N-<(2R)-2-(1-Naphthylmethyl)-3-(N-phenethylcarbamoyl)propionyl>-L-histidine Hydrazide

(R)-2-(1-Naphthylmethyl)-3-(N-phenethylcarbamoyl)propionic Acid

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