(7S)-7-deoxy-7-[5-(4-fluoro-5-methoxy-2-nitrophenyl)-1,3,4-thiadiazol-2-ylthio]lincomycin

Base Information

Chemical Name:(7S)-7-deoxy-7-[5-(4-fluoro-5-methoxy-2-nitrophenyl)-1,3,4-thiadiazol-2-ylthio]lincomycin
CAS No.:941586-81-8
Molecular Formula:C₂₇H₃₈FN₅O₈S₃
Molecular Weight:675.824
Hs Code.:

Synonyms:(7S)-7-deoxy-7-[5-(4-fluoro-5-methoxy-2-nitrophenyl)-1,3,4-thiadiazol-2-ylthio]lincomycin

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Chemical Property of (7S)-7-deoxy-7-[5-(4-fluoro-5-methoxy-2-nitrophenyl)-1,3,4-thiadiazol-2-ylthio]lincomycin

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Technology Process of (7S)-7-deoxy-7-[5-(4-fluoro-5-methoxy-2-nitrophenyl)-1,3,4-thiadiazol-2-ylthio]lincomycin

There total 5 articles about (7S)-7-deoxy-7-[5-(4-fluoro-5-methoxy-2-nitrophenyl)-1,3,4-thiadiazol-2-ylthio]lincomycin 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: 70.0%

: 941586-45-4
(7S)-7-deoxy-7-[5-(4,5-difluoro-2-nitrophenyl)-1,3,4-thiadiazol-2-ylthio]lincomycin

: 124-41-4
sodium methylate

: 941586-81-8
(7S)-7-deoxy-7-[5-(4-fluoro-5-methoxy-2-nitrophenyl)-1,3,4-thiadiazol-2-ylthio]lincomycin

Guidance literature:: In methanol; at 20 ℃; for 1h;
DOI:10.1038/ja.2017.59

Reference yield: 69.0%

: 67-56-1
methanol

: 941586-46-5
C₂₆H₃₅F₂N₅O₇S₃*ClH

: 124-41-4
sodium methylate

: 941586-81-8
(7S)-7-deoxy-7-[5-(4-fluoro-5-methoxy-2-nitrophenyl)-1,3,4-thiadiazol-2-ylthio]lincomycin

Guidance literature:: at 20 ℃; for 0.25h;

Reference yield:

: 5-(4,5-difluoro-2-nitrophenyl)-1,3,4-thiadiazole-2-thiol

: 941586-81-8
(7S)-7-deoxy-7-[5-(4-fluoro-5-methoxy-2-nitrophenyl)-1,3,4-thiadiazol-2-ylthio]lincomycin

Guidance literature:: Multi-step reaction with 3 steps

1.1: diethylazodicarboxylate; triphenylphosphine / toluene / 0.5 h / 0 °C

1.2: 3 h / 20 °C

2.1: hydrogenchloride / methanol; water / 20 °C

3.1: methanol / 1 h / 20 °C

With hydrogenchloride; triphenylphosphine; diethylazodicarboxylate; In methanol; water; toluene; 1.1: |Mitsunobu Displacement / 1.2: |Mitsunobu Displacement;
DOI:10.1038/ja.2017.59