22965-79-3

Basic information

• Product Name: Methyl 7-Chloro-7-deoxy-1-thiolincosaMinide
• Synonyms: Methyl 7-Chloro-7-deoxy-1-thiolincosaMinide;Methyl 6-AMino-7-chloro-6,7,8-trideoxy-1-thio-D-erythro-α-D-galacto-octopyranoside;(2R,3R,4S,5R,6R)-2-[(1S,2S)-1-Amino-2-chloropropyl]-6-(methylsulfanyl)oxane-3,4,5-triol
• CAS NO: 22965-79-3
• Molecular Formula: C₉H₁₈ClNO₄S
• Molecular Weight: 271.76152
• Product Categories: Carbohydrates & Derivatives;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 22965-79-3.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: Methyl 7-Chloro-7-deoxy-1-thiolincosaMinide(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 7-Chloro-7-deoxy-1-thiolincosaMinide(22965-79-3)
• EPA Substance Registry System: Methyl 7-Chloro-7-deoxy-1-thiolincosaMinide(22965-79-3)

Safety Data

• Hazardous Substances Data: 22965-79-3(Hazardous Substances Data)

Usage

Description

Methyl 7-Chloro-7-deoxy-1-thiolincosaMinide is an organic compound that serves as an intermediate in the synthesis of lincomycin-derived antibiotics. It is a white solid with specific chemical properties that make it a crucial component in the pharmaceutical industry.

Uses

Used in Pharmaceutical Industry:
Methyl 7-Chloro-7-deoxy-1-thiolincosaMinide is used as an intermediate for the preparation of lincomycin-derived antibiotics. Its role in the synthesis process is essential for creating effective antibiotics that can be used to treat various bacterial infections. The compound's chemical properties contribute to the overall efficacy and potency of the final antibiotic product.

Upstream product

• 859-18-7 lincomycin hydrochloride 
• 14810-93-6 Methyl 6-Amino-6,8-dideoxy-1-thio-D-erythro-α-D-galacto-octopyranoside 
• 25474-05-9 N-trifluoroacetyl-methylthio-lincosamine 

Downstream Products

• 78788-60-0 4-ethyl-2-pyridinecarboxamide of methyl (7S)-7-chloro-7-deoxythiolincosamide 
• 88015-21-8 (S)-2-[(1S,2S)-2-Chloro-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyl-tetrahydro-pyran-2-yl)-propylcarbamoyl]-azetidine-1-carboxylic acid benzyl ester 
• 79548-73-5 Pirlimycin 

Relevant articles and documents

Practical Gram-Scale Synthesis of Iboxamycin, a Potent Antibiotic Candidate

A gram-scale synthesis of iboxamycin, an antibiotic candidate bearing a fused bicyclic amino acid residue, is presented. A pivotal transformation in the route involves an intramolecular hydrosilylation-oxidation sequence to set the ring-fusion stereocenters of the bicyclic scaffold. Other notable features of the synthesis include a high-yielding, highly diastereoselective alkylation of a pseudoephenamine amide, a convergent sp3-sp2 Negishi coupling, and a one-pot transacetalization-reduction reaction to form the target compound's oxepane ring. Implementation of this synthetic strategy has provided ample quantities of iboxamycin to allow for its in vivo profiling in murine models of infection.