60924-38-1

Usage

Uses

Used in Pharmaceutical Industry:
2-[(Methylsulfonyl)oxy]acetic acid (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester is used as an intermediate in the synthesis of Retapamulin, an antibacterial agent. Retapamulin is used as a substitute for the more commonly known Penicillin, offering an alternative treatment option for bacterial infections.
Used in Chemical Synthesis:
2-[(Methylsulfonyl)oxy]acetic acid (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester is also used in the synthesis of various other organic compounds and pharmaceuticals. Its unique structure and functional groups make it a valuable building block for the development of new drugs and chemicals with potential therapeutic applications.
Used in Research and Development:
2-[(Methylsulfonyl)oxy]acetic acid (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester is utilized in research and development for the study of its chemical properties, potential applications, and mechanisms of action. This research can lead to the discovery of new uses and applications for 2-[(Methylsulfonyl)oxy]acetic acid (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester in various industries.

InChI:InChI=1/C23H36O7S/c1-7-21(4)12-17(30-18(25)13-29-31(6,27)28)22(5)14(2)8-10-23(15(3)20(21)26)11-9-16(24)19(22)23/h7,14-15,17,19-20,26H,1,8-13H2,2-6H3/t14-,15+,17-,19+,20+,21-,22+,23+/m1/s1

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 1212267-35-0 8-glycoloyloxy-5-hydroxy-4,6,9,10-tetramethyl-6-vinyl-octahydro-3a,9-propano-cyclopentacycloocten-1-one 

Downstream Products

• 224452-66-8 retapamulin 
• 224296-26-8 (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl-[1-azoniabicyclo[2.2.2]octane-4-thio]acetate 

Relevant academic research and scientific papers

ANTIBACTERIAL AND ANTIFUNGAL PLEUROMUTILIN CONJUGATES

Compounds of formula (1) comprising a pleuromutilin backbone with a triazole based side-group at C22 are provided. The compounds can be used for treatment of bacterial infections and fungal infections. Importantly, infections caused by multidrug-resistant

A sulfonamide pleuromutilin derivative and its preparation method

The invention relates to pleuromutilin compounds and a preparation method thereof, particularly to sulfanilamide pleuromutilin derivatives and a preparation method thereof, which belongs to the field of chemically synthesized antibacterial drugs. Sulfanil

Synthesis of the pleuromutilin antibiotic SB-268091: A new practical and efficient synthesis of quinuclidine-4-thiol

A synthesis of the pleuromutilin antibiotic SB-268091 is described which includes a new and improved route to the quinuclidine-4-thiol ligand. This chemistry has been run on multikilo scale and involved a reductive double debenzylation using sodium in liquid ammonia. Alternative conditions have been developed to prepare quinuclidine-4-thiol which avoid the use of sodium in liquid ammonia. The generality of this process to prepare differentially S-protected quinuclidine-4-thiols is also discussed and exemplified by the preparation of a range of analogues.

PREPARATION OF RETAPAMULIN VIA ITS PLEUROMUTILIN-THIOL PRECURSOR

Provided are processes for preparation of Retapamulin via its pleuromutilin-thiol precursor

Process for the preparation of Retapamulin and its intermediates

Processes for preparing tropine derivatives of the following Formula B are provided where LG represents a leaving group. The tropine derivatives may be used to prepare Retapamulin, preferably in substantially pure form. Also provided are processes for preparing Retapamulin comprising combining a base, tropine thiol in a free base or salt form, an organic solvent, and a pleuromutilin derivative of Formula A:

NOVEL POLYMORPH OF MUTILIN

Disclosed is a novel polymorphic form of the compound of formula (I) also known as mutilin 14-(exo-8-methyl-8-azabicyclo[3.2.1]oct-3-ylsulfanyl)-acetate, a process for the preparation of the polymorphic form, pharmaceutical compositions comprising the polymorphic form, and the use of the polymorphic form in medicine, particularly in antibacterial therapy.