(7S)-7-deoxy-7-{5-[2-(methoxycarbonyl)phenyl]-1,3,4-thiadiazol-2-ylthio}lincomycin

Base Information

• Chemical Name: (7S)-7-deoxy-7-{5-[2-(methoxycarbonyl)phenyl]-1,3,4-thiadiazol-2-ylthio}lincomycin
• CAS No.: 941586-61-4
• Molecular Formula: C₂₈H₄₀N₄O₇S₃
• Molecular Weight: 640.846
• Mol file: 941586-61-4.mol

Synonyms:(7S)-7-deoxy-7-{5-[2-(methoxycarbonyl)phenyl]-1,3,4-thiadiazol-2-ylthio}lincomycin

Chemical Property of (7S)-7-deoxy-7-{5-[2-(methoxycarbonyl)phenyl]-1,3,4-thiadiazol-2-ylthio}lincomycin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7S)-7-deoxy-7-{5-[2-(methoxycarbonyl)phenyl]-1,3,4-thiadiazol-2-ylthio}lincomycin

There total 1 articles about (7S)-7-deoxy-7-{5-[2-(methoxycarbonyl)phenyl]-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:

methyl 2-(5-chloro-1,3,4-thiadiazol-2-yl)benzoate (941584-76-5) + 7(S)-7-deoxy-7-mercaptolincomycin (23474-34-2) → (7S)-7-deoxy-7-{5-[2-(methoxycarbonyl)phenyl]-1,3,4-thiadiazol-2-ylthio}lincomycin (941586-61-4)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

DOI:10.1038/ja.2016.139

Reference yield:

(7S)-7-deoxy-7-{5-[2-(methoxycarbonyl)phenyl]-1,3,4-thiadiazol-2-ylthio}lincomycin (941586-61-4) → C27H38N4O7S3

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 0.5h;

DOI:10.1038/ja.2016.139

Reference yield:

(7S)-7-deoxy-7-{5-[2-(methoxycarbonyl)phenyl]-1,3,4-thiadiazol-2-ylthio}lincomycin (941586-61-4) → (7S)-7-[5-(2-carbamoylphenyl)-1,3,4-thiadiazol-2-ylthio]-7-deoxylincomycin

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / methanol / 0.5 h / 20 °C

2: ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / methanol; N,N-dimethyl-formamide / 2 h / 20 °C

With ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In methanol; N,N-dimethyl-formamide;

DOI:10.1038/ja.2016.139

upstream raw materials:

methyl 2-(5-chloro-1,3,4-thiadiazol-2-yl)benzoate

7(S)-7-deoxy-7-mercaptolincomycin