4'',6''-O-cyclohexylidene-5,2''-dideoxy-5-epi-5-fluoro-2''-oxo-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)dibekacin

Base Information

Chemical Name:4'',6''-O-cyclohexylidene-5,2''-dideoxy-5-epi-5-fluoro-2''-oxo-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)dibekacin
CAS No.:189157-29-7
Molecular Formula:C₄₉H₈₂FN₅O₁₇
Molecular Weight:1032.21
Hs Code.:

Synonyms:4'',6''-O-cyclohexylidene-5,2''-dideoxy-5-epi-5-fluoro-2''-oxo-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)dibekacin

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Chemical Property of 4'',6''-O-cyclohexylidene-5,2''-dideoxy-5-epi-5-fluoro-2''-oxo-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)dibekacin

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Technology Process of 4'',6''-O-cyclohexylidene-5,2''-dideoxy-5-epi-5-fluoro-2''-oxo-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)dibekacin

There total 6 articles about 4'',6''-O-cyclohexylidene-5,2''-dideoxy-5-epi-5-fluoro-2''-oxo-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)dibekacin 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: 80.0%

: 189157-25-3
4'',6''-O-cyclohexylidene-5-deoxy-5-epi-5-fluoro-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)dibekacin

: 189157-29-7
4'',6''-O-cyclohexylidene-5,2''-dideoxy-5-epi-5-fluoro-2''-oxo-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)dibekacin

Guidance literature:: With dipyridinium dichromate; 3 A molecular sieve; In dichloromethane; for 5h; Ambient temperature;
DOI:10.1016/S0008-6215(96)00318-7

Reference yield:

: 933-40-4
cycloxexanone dimethyl ketal

: 189157-29-7
4'',6''-O-cyclohexylidene-5,2''-dideoxy-5-epi-5-fluoro-2''-oxo-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)dibekacin

Guidance literature:: Multi-step reaction with 5 steps

1: p-TsOH / dimethylformamide / 2 h / 50 °C / 30 Torr

2: 98 percent / pyridine / 16 h / Ambient temperature

3: 86 percent / DAST / CH₂Cl₂ / 6 h / -20 °C

4: 98 percent / NaOMe / methanol / 0.5 h / Ambient temperature

5: 80 percent / PDC, molecular sieves 3A / CH₂Cl₂ / 5 h / Ambient temperature

With pyridine; dipyridinium dichromate; 3 A molecular sieve; sodium methylate; toluene-4-sulfonic acid; 4,4'-diaminostilbene-2,2'-disulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(96)00318-7

Reference yield:

: 78740-48-4
3',4'-dideoxy-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)kanamycin B

: 189157-29-7
4'',6''-O-cyclohexylidene-5,2''-dideoxy-5-epi-5-fluoro-2''-oxo-1,3,2',6',3''-pentakis(N-tert-butoxycarbonyl)dibekacin

Guidance literature:: Multi-step reaction with 5 steps

1: p-TsOH / dimethylformamide / 2 h / 50 °C / 30 Torr

2: 98 percent / pyridine / 16 h / Ambient temperature

3: 86 percent / DAST / CH₂Cl₂ / 6 h / -20 °C

4: 98 percent / NaOMe / methanol / 0.5 h / Ambient temperature

5: 80 percent / PDC, molecular sieves 3A / CH₂Cl₂ / 5 h / Ambient temperature

With pyridine; dipyridinium dichromate; 3 A molecular sieve; sodium methylate; toluene-4-sulfonic acid; 4,4'-diaminostilbene-2,2'-disulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(96)00318-7