6-O-(4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

Base Information

Chemical Name:6-O-(4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine
CAS No.:316804-47-4
Molecular Formula:C₄₀H₄₆FN₃O₁₂S₃
Molecular Weight:876.015
Hs Code.:

Synonyms:6-O-(4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

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Chemical Property of 6-O-(4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

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Technology Process of 6-O-(4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

There total 4 articles about 6-O-(4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine 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: 100.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 316804-46-3
6-O-(3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

: 316804-47-4
6-O-(4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 60 ℃; for 1h; under 35 Torr;
DOI:10.1016/S0008-6215(00)00184-1

Reference yield:

: 316804-45-2
5-deoxy-5-epi-5-fluoro-1,3,6',3''-tetra-N-tosylkanamycin A

: 316804-47-4
6-O-(4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaIO₄ / methanol; ethane-1,2-diol / 2.5 h / 20 °C

1.2: NaBH₄ / methanol / 2.5 h / 20 °C

1.3: 87 percent / aq. HCl / methanol / 5 h / 20 °C

2.1: 100 percent / p-toluenesulfonic acid / dimethylformamide / 1 h / 60 °C / 35 Torr

With sodium periodate; toluene-4-sulfonic acid; In methanol; ethylene glycol; N,N-dimethyl-formamide; 1.1: Smith degradation;
DOI:10.1016/S0008-6215(00)00184-1

Reference yield:

: 2',3',4',2'',4'',6''-hexa-O-acetyl-1,3,6',3''-tetra-N-tosylkanamycin A

: 316804-47-4
6-O-(4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / Et₂NSF₃ / CH₂Cl₂ / 2.5 h / 0 °C

2.1: 99 percent / NaOMe / methanol / 0.5 h / 20 °C

3.1: NaIO₄ / methanol; ethane-1,2-diol / 2.5 h / 20 °C

3.2: NaBH₄ / methanol / 2.5 h / 20 °C

3.3: 87 percent / aq. HCl / methanol / 5 h / 20 °C

4.1: 100 percent / p-toluenesulfonic acid / dimethylformamide / 1 h / 60 °C / 35 Torr

With sodium periodate; diethylamino-sulfur trifluoride; sodium methylate; toluene-4-sulfonic acid; In methanol; dichloromethane; ethylene glycol; N,N-dimethyl-formamide; 3.1: Smith degradation;
DOI:10.1016/S0008-6215(00)00184-1