7(S)-1′-demethyl-7-deoxy-7-{5-(2-nitrophenyl)-1,3,4-thiadiazol-2-yl}thio-1′-N-i-propyllincomycin

Base Information

Chemical Name:7(S)-1′-demethyl-7-deoxy-7-{5-(2-nitrophenyl)-1,3,4-thiadiazol-2-yl}thio-1′-N-i-propyllincomycin
CAS No.:941587-04-8
Molecular Formula:C₂₈H₄₁N₅O₇S₃
Molecular Weight:655.861
Hs Code.:

Synonyms:7(S)-1′-demethyl-7-deoxy-7-{5-(2-nitrophenyl)-1,3,4-thiadiazol-2-yl}thio-1′-N-i-propyllincomycin

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Chemical Property of 7(S)-1′-demethyl-7-deoxy-7-{5-(2-nitrophenyl)-1,3,4-thiadiazol-2-yl}thio-1′-N-i-propyllincomycin

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Technology Process of 7(S)-1′-demethyl-7-deoxy-7-{5-(2-nitrophenyl)-1,3,4-thiadiazol-2-yl}thio-1′-N-i-propyllincomycin

There total 5 articles about 7(S)-1′-demethyl-7-deoxy-7-{5-(2-nitrophenyl)-1,3,4-thiadiazol-2-yl}thio-1′-N-i-propyllincomycin 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: 61.0%

: 941586-83-0
7(S)-1′-demethyl-7-deoxy-7-{5-(2-nitrophenyl)-1,3,4-thiadiazol-2-ylthio}lincomycin

: 67-64-1
acetone

: 941587-04-8
7(S)-1′-demethyl-7-deoxy-7-{5-(2-nitrophenyl)-1,3,4-thiadiazol-2-yl}thio-1′-N-i-propyllincomycin

Guidance literature:: With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 15h;
DOI:10.1038/ja.2017.54

Reference yield:

: 941585-28-0
1′-N-(tert-butoxycarbonyl)-1′-demethyl-2,3,4-tris-O-(trimethylsilyl)lincomycin

: 941587-04-8
7(S)-1′-demethyl-7-deoxy-7-{5-(2-nitrophenyl)-1,3,4-thiadiazol-2-yl}thio-1′-N-i-propyllincomycin

Guidance literature:: Multi-step reaction with 4 steps

1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran / 7 h / 20 °C

2: hydrogenchloride / methanol; water / 2.5 h / 20 °C

3: hydrogenchloride / methanol; water; ethyl acetate / 2.5 h / 20 °C

4: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 15 h / 20 °C

With hydrogenchloride; sodium tris(acetoxy)borohydride; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; water; ethyl acetate; 1,2-dichloro-ethane;
DOI:10.1038/ja.2017.54

Reference yield:

: 941585-43-9
7(S)-1′-N-(tert-butoxycarbonyl)-1′-demethyl-7-deoxy-7-{5-(2-nitrophenyl)-1,3,4-thiadiazol-2-ylthio}lincomycin

: 941587-04-8
7(S)-1′-demethyl-7-deoxy-7-{5-(2-nitrophenyl)-1,3,4-thiadiazol-2-yl}thio-1′-N-i-propyllincomycin

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / methanol; water; ethyl acetate / 2.5 h / 20 °C

2: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 15 h / 20 °C

With hydrogenchloride; sodium tris(acetoxy)borohydride; acetic acid; In methanol; water; ethyl acetate; 1,2-dichloro-ethane;
DOI:10.1038/ja.2017.54