4'',6'',2'''-tri-O-acetyl-3,2',6',3'',4'''-pentakis(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxy-5-O-mesylarbekacin

Base Information

• Chemical Name: 4'',6'',2'''-tri-O-acetyl-3,2',6',3'',4'''-pentakis(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxy-5-O-mesylarbekacin
• CAS No.: 1055036-39-9
• Molecular Formula: C₅₉H₁₀₁N₇O₂₆S
• Molecular Weight: 1356.55
• Mol file: 1055036-39-9.mol

Synonyms:4'',6'',2'''-tri-O-acetyl-3,2',6',3'',4'''-pentakis(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxy-5-O-mesylarbekacin

Chemical Property of 4'',6'',2'''-tri-O-acetyl-3,2',6',3'',4'''-pentakis(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxy-5-O-mesylarbekacin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4'',6'',2'''-tri-O-acetyl-3,2',6',3'',4'''-pentakis(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxy-5-O-mesylarbekacin

There total 1 articles about 4'',6'',2'''-tri-O-acetyl-3,2',6',3'',4'''-pentakis(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxy-5-O-mesylarbekacin 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:

methanesulfonyl chloride (124-63-0) + 4'',6'',2'''-tri-O-acetyl-3,2',6',3'',4'''-pentakis(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxyarbekacin (161822-10-2) → 4'',6'',2'''-tri-O-acetyl-3,2',6',3'',4'''-pentakis(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxy-5-O-mesylarbekacin (1055036-39-9)

Guidance literature:

With dmap; In dichloromethane; for 16h; Ambient temperature;

DOI:10.7164/antibiotics.47.821

Reference yield: 97.0%

4'',6'',2'''-tri-O-acetyl-3,2',6',3'',4'''-pentakis(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxy-5-O-mesylarbekacin (1055036-39-9) → 4'',6'',2'''-tri-O-acetyl-3,2',6',3'',4'''-pentakis(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-5,2''-dideoxy-5-epiazidoarbekacin (161822-11-3)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 120 ℃; for 3h;

DOI:10.7164/antibiotics.47.821

Reference yield:

4'',6'',2'''-tri-O-acetyl-3,2',6',3'',4'''-pentakis(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxy-5-O-mesylarbekacin (1055036-39-9) → 4'',6'',2'''-tri-O-acetyl-3,2',6',3'',4'''-pentakis(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-5,2''-dideoxy-5-epiaminoarbekacin

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / NaN₃ / dimethylformamide / 3 h / 120 °C

2: 65 percent / H₂ / Raney Ni / methanol / 3 h / Ambient temperature

With sodium azide; hydrogen; nickel; In methanol; N,N-dimethyl-formamide;

DOI:10.7164/antibiotics.47.821

upstream raw materials:

methanesulfonyl chloride

4'',6'',2'''-tri-O-acetyl-3,2',6',3'',4'''-pentakis(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-2''-deoxyarbekacin

Downstream raw materials:

4'',6'',2'''-tri-O-acetyl-3,2',6',3'',4'''-pentakis(N-tert-butoxycarbonyl)-2''-(tert-butoxycarbonyl)amino-5,2''-dideoxy-5-epiazidoarbekacin

2''-amino-5,2''-dideoxy-5-epiaminoarbekacin

Refernces