6'-N,4'-O-carbonyl-4'',6''-O-cyclohexylidene-3',2''-bis-O-(imidazolylthiocarbonyl)-5,2'-O-isopropylidene-1,3,3''-tri-N-tosylkanamycin A

Base Information

Chemical Name:6'-N,4'-O-carbonyl-4'',6''-O-cyclohexylidene-3',2''-bis-O-(imidazolylthiocarbonyl)-5,2'-O-isopropylidene-1,3,3''-tri-N-tosylkanamycin A
CAS No.:78150-55-7
Molecular Formula:C₅₇H₆₈N₈O₁₈S₅
Molecular Weight:1313.54
Hs Code.:

Synonyms:6'-N,4'-O-carbonyl-4'',6''-O-cyclohexylidene-3',2''-bis-O-(imidazolylthiocarbonyl)-5,2'-O-isopropylidene-1,3,3''-tri-N-tosylkanamycin A

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Chemical Property of 6'-N,4'-O-carbonyl-4'',6''-O-cyclohexylidene-3',2''-bis-O-(imidazolylthiocarbonyl)-5,2'-O-isopropylidene-1,3,3''-tri-N-tosylkanamycin A

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Technology Process of 6'-N,4'-O-carbonyl-4'',6''-O-cyclohexylidene-3',2''-bis-O-(imidazolylthiocarbonyl)-5,2'-O-isopropylidene-1,3,3''-tri-N-tosylkanamycin A

There total 6 articles about 6'-N,4'-O-carbonyl-4'',6''-O-cyclohexylidene-3',2''-bis-O-(imidazolylthiocarbonyl)-5,2'-O-isopropylidene-1,3,3''-tri-N-tosylkanamycin 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: 68.0%

: 76550-54-4
6'-N,4'-O-carbonyl-4'',6''-O-cyclohexylidene-5,2'-O-isopropylidene-1,3,3''-tri-N-tosylkanamycin A

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 78150-55-7
6'-N,4'-O-carbonyl-4'',6''-O-cyclohexylidene-3',2''-bis-O-(imidazolylthiocarbonyl)-5,2'-O-isopropylidene-1,3,3''-tri-N-tosylkanamycin A

Guidance literature:: In tetrahydrofuran; at 55 ℃; for 12h;
DOI:10.1016/S0008-6215(00)85232-5

Reference yield:

: kanamycin A monocarbonate monohydrate

: 78150-55-7
6'-N,4'-O-carbonyl-4'',6''-O-cyclohexylidene-3',2''-bis-O-(imidazolylthiocarbonyl)-5,2'-O-isopropylidene-1,3,3''-tri-N-tosylkanamycin A

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / zinc acetate dihydrate / dimethylsulfoxide / 1 h / Ambient temperature

2: 98 percent / anhydrous sodium carbonate / H₂O; dioxane / Ambient temperature

3: 98 percent / p-toluenesulfonic acid / dimethylformamide / Ambient temperature

4: 90 percent / 50 percent NaH / dimethylformamide / 1.) 1 h, 2.) overnight, RT

5: 40 percent / 0.08 percent HCl, 5 Angstroem molecular sieve / CH₂Cl₂; tetrahydrofuran / 0.28 h / Heating

6: 68 percent / tetrahydrofuran / 12 h / 55 °C

With hydrogenchloride; 5A molecular sieve; zinc diacetate; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)85232-5

Reference yield:

: 78185-60-1
6'-N-(benzyloxyarbonyl)kanamycin A carbonate

: 78150-55-7
6'-N,4'-O-carbonyl-4'',6''-O-cyclohexylidene-3',2''-bis-O-(imidazolylthiocarbonyl)-5,2'-O-isopropylidene-1,3,3''-tri-N-tosylkanamycin A

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / anhydrous sodium carbonate / H₂O; dioxane / Ambient temperature

2: 98 percent / p-toluenesulfonic acid / dimethylformamide / Ambient temperature

3: 90 percent / 50 percent NaH / dimethylformamide / 1.) 1 h, 2.) overnight, RT

4: 40 percent / 0.08 percent HCl, 5 Angstroem molecular sieve / CH₂Cl₂; tetrahydrofuran / 0.28 h / Heating

5: 68 percent / tetrahydrofuran / 12 h / 55 °C

With hydrogenchloride; 5A molecular sieve; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)85232-5