(S)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-(1-tosyl-1H-imidazol-4-yl)propanamido)-4-methylpentanoic acid

Base Information

• Chemical Name: (S)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-(1-tosyl-1H-imidazol-4-yl)propanamido)-4-methylpentanoic acid
• CAS No.: 175355-50-7
• Molecular Formula: C₂₄H₃₄N₄O₇S
• Molecular Weight: 522.623
• Mol file: 175355-50-7.mol

Synonyms:(S)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-(1-tosyl-1H-imidazol-4-yl)propanamido)-4-methylpentanoic acid

Chemical Property of (S)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-(1-tosyl-1H-imidazol-4-yl)propanamido)-4-methylpentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-(1-tosyl-1H-imidazol-4-yl)propanamido)-4-methylpentanoic acid

There total 3 articles about (S)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-(1-tosyl-1H-imidazol-4-yl)propanamido)-4-methylpentanoic acid 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: 89.0%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + (S)-tert-butyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-(1-tosyl-1H-imidazol-4-yl)propan-2-yl)carbamate (1381762-41-9) → (S)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-(1-tosyl-1H-imidazol-4-yl)propanamido)-4-methylpentanoic acid (175355-50-7)

Guidance literature:

With triethylamine; In water; at 20 ℃;

DOI:10.1002/psc.2483

Reference yield: 67.2%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + (S)-2-tert-Butoxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester → (S)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-(1-tosyl-1H-imidazol-4-yl)propanamido)-4-methylpentanoic acid (175355-50-7)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1246/bcsj.69.431

Reference yield:

Boc-His(Tos)-OH (35899-43-5) → (S)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-(1-tosyl-1H-imidazol-4-yl)propanamido)-4-methylpentanoic acid (175355-50-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 50 °C / Irradiation

2: triethylamine / water / 20 °C

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

DOI:10.1002/psc.2483

upstream raw materials:

L-leucine

Boc-His(Tos)-OH

(S)-tert-butyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-(1-tosyl-1H-imidazol-4-yl)propan-2-yl)carbamate

Downstream raw materials:

(S)-2-{(S)-2-tert-Butoxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionylamino}-4-methyl-pentanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

(S)-2-[(S)-3-Benzyloxy-2-((S)-2-{(S)-2-tert-butoxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionylamino}-4-methyl-pentanoylamino)-propionylamino]-4-methyl-pentanoic acid