5,6-O-isopropylidene-3',4'-bis-O-(p-nitrobenzoyl)-1,2',3,6'-tetrakis-N-(trifluoroacetyl)neamine

Base Information

• Chemical Name: 5,6-O-isopropylidene-3',4'-bis-O-(p-nitrobenzoyl)-1,2',3,6'-tetrakis-N-(trifluoroacetyl)neamine
• CAS No.: 61066-06-6
• Molecular Formula: C₃₇H₃₂F₁₂N₆O₁₆
• Molecular Weight: 1044.67
• Mol file: 61066-06-6.mol

Synonyms:5,6-O-isopropylidene-3',4'-bis-O-(p-nitrobenzoyl)-1,2',3,6'-tetrakis-N-(trifluoroacetyl)neamine

Chemical Property of 5,6-O-isopropylidene-3',4'-bis-O-(p-nitrobenzoyl)-1,2',3,6'-tetrakis-N-(trifluoroacetyl)neamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,6-O-isopropylidene-3',4'-bis-O-(p-nitrobenzoyl)-1,2',3,6'-tetrakis-N-(trifluoroacetyl)neamine

There total 4 articles about 5,6-O-isopropylidene-3',4'-bis-O-(p-nitrobenzoyl)-1,2',3,6'-tetrakis-N-(trifluoroacetyl)neamine 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: 94.2%

4-nitro-benzoyl chloride (122-04-3) + 5,6-isopropylidene-1,2',3,6'-tetrakis-N-(trifluoroacetyl)neamine (61066-04-4) → 5,6-O-isopropylidene-3',4'-bis-O-(p-nitrobenzoyl)-1,2',3,6'-tetrakis-N-(trifluoroacetyl)neamine (61066-06-6)

Guidance literature:

With pyridine; for 2.5h; Ambient temperature;

DOI:10.1021/jm00144a023

Reference yield:

neomycin A (3947-65-7) → 5,6-O-isopropylidene-3',4'-bis-O-(p-nitrobenzoyl)-1,2',3,6'-tetrakis-N-(trifluoroacetyl)neamine (61066-06-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 75.3 percent / Et₃N / acetonitrile / 1 h / Ambient temperature

2: 76.3 percent / CF₃COOH / acetonitrile / 0.75 h / Heating

3: 94.2 percent / pyridine / 2.5 h / Ambient temperature

With pyridine; triethylamine; trifluoroacetic acid; In acetonitrile;

DOI:10.1021/jm00144a023

Reference yield:

1,2',3,6'-tetrakis-N-(trifluoroacetyl)neamine (61066-03-3) → 5,6-O-isopropylidene-3',4'-bis-O-(p-nitrobenzoyl)-1,2',3,6'-tetrakis-N-(trifluoroacetyl)neamine (61066-06-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 76.3 percent / CF₃COOH / acetonitrile / 0.75 h / Heating

2: 94.2 percent / pyridine / 2.5 h / Ambient temperature

With pyridine; trifluoroacetic acid; In acetonitrile;

DOI:10.1021/jm00144a023

upstream raw materials:

4-nitro-benzoyl chloride

5,6-isopropylidene-1,2',3,6'-tetrakis-N-(trifluoroacetyl)neamine

neomycin A

1,2',3,6'-tetrakis-N-(trifluoroacetyl)neamine

Downstream raw materials:

2-deoxykanamycin B

O-2,6-dideoxy-2,6-bis<(trifluoroacetyl)amino>-3,4-bis-O-(p-nitrobenzoyl)-α-D-glucopyranosyl-(1->4)-O-<4,6-O-diacetyl-2,3-dideoxy-3-<(trifluoroacetyl)amino>-α-D-glucopyranosyl-(1->6)>-2-deoxy-1,3-bis-N-(trifluoroacetyl)-D-streptamine

3',4'-bis-O-(p-nitrobenzoyl)-1,2',3,6'-tetrakis-N-(trifluoroacetyl)neamine