2',3',2''-tri-O-benzoyl-4'',6''-O-cyclohexylidene-4'-O-tetrahydropyranyl-tetra-N-ethoxycarbonylkanamycin A

Base Information

• Chemical Name: 2',3',2''-tri-O-benzoyl-4'',6''-O-cyclohexylidene-4'-O-tetrahydropyranyl-tetra-N-ethoxycarbonylkanamycin A
• CAS No.: 81155-00-2
• Molecular Formula: C₆₂H₈₀N₄O₂₃
• Molecular Weight: 1249.33

Synonyms:2',3',2''-tri-O-benzoyl-4'',6''-O-cyclohexylidene-4'-O-tetrahydropyranyl-tetra-N-ethoxycarbonylkanamycin A

Chemical Property of 2',3',2''-tri-O-benzoyl-4'',6''-O-cyclohexylidene-4'-O-tetrahydropyranyl-tetra-N-ethoxycarbonylkanamycin A

Chemical Property:

Purity/Quality:

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Technology Process of 2',3',2''-tri-O-benzoyl-4'',6''-O-cyclohexylidene-4'-O-tetrahydropyranyl-tetra-N-ethoxycarbonylkanamycin A

There total 5 articles about 2',3',2''-tri-O-benzoyl-4'',6''-O-cyclohexylidene-4'-O-tetrahydropyranyl-tetra-N-ethoxycarbonylkanamycin A 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: 75.0%

3,4-dihydro-2H-pyran (110-87-2) + 2',3',2''-tri-O-benzoyl-4'',6''-O-cyclohexylidene-tetra-N-ethoxycarbonylkanamycin A (81154-99-6) → 2',3',2''-tri-O-benzoyl-4'',6''-O-cyclohexylidene-4'-O-tetrahydropyranyl-tetra-N-ethoxycarbonylkanamycin A (81155-00-2)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1248/cpb.29.3469

Reference yield:

tetra-N-ethoxycarbonylkanamycin A (28910-12-5) → 2',3',2''-tri-O-benzoyl-4'',6''-O-cyclohexylidene-4'-O-tetrahydropyranyl-tetra-N-ethoxycarbonylkanamycin A (81155-00-2)

Guidance literature:

Multi-step reaction with 3 steps

1: p-toluenesulfonic acid hydrate / dimethylformamide / Ambient temperature

2: pyridine / 5 °C

3: 75 percent / p-toluenesulfonic acid hydrate / dimethylformamide / 2 h / Ambient temperature

With pyridine; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.29.3469

Reference yield:

cycloxexanone dimethyl ketal (933-40-4) → 2',3',2''-tri-O-benzoyl-4'',6''-O-cyclohexylidene-4'-O-tetrahydropyranyl-tetra-N-ethoxycarbonylkanamycin A (81155-00-2)

Guidance literature:

Multi-step reaction with 3 steps

1: p-toluenesulfonic acid hydrate / dimethylformamide / Ambient temperature

2: pyridine / 5 °C

3: 75 percent / p-toluenesulfonic acid hydrate / dimethylformamide / 2 h / Ambient temperature

With pyridine; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.29.3469

upstream raw materials:

3,4-dihydro-2H-pyran

2',3',2''-tri-O-benzoyl-4'',6''-O-cyclohexylidene-tetra-N-ethoxycarbonylkanamycin A

tetra-N-ethoxycarbonylkanamycin A

cycloxexanone dimethyl ketal

Downstream raw materials:

4'',6''-O-cyclohexylidene-4'-O-tetrahydropyranyl-tetra-N-ethoxycarbonylkanamycin A

3'-deoxykanamycin A

2',2''-di-O-benzoyl-4'',6''-O-cyclohexylidene-3'-O-methylsulfonyl-4'-O-tetrahydropyranyl-tetra-N-ethoxycarbonylkanamycin A

3'-deoxy-tetra-N-ethoxycarbonylkanamycin A

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