85453-26-5

Usage

Uses

Used in Pharmaceutical Industry:
(5E,13E)-11,15-bis[tert-butyl(dimethyl)silyl]oxy-9-(dimethylamino)-8-(phenylsulfonyl)prosta-5,13-diene-1-nitrile is used as a potential therapeutic agent for various medical conditions due to its complex structure and the presence of the prosta-5,13-diene backbone, which is related to prostaglandins. These prostaglandins are known for their diverse physiological effects, including inflammation, blood flow, and hormone regulation.
Used in Biotechnology Industry:
In the biotechnology sector, (5E,13E)-11,15-bis[tert-butyl(dimethyl)silyl]oxy-9-(dimethylamino)-8-(phenylsulfonyl)prosta-5,13-diene-1-nitrile may be utilized as a key component in the development of novel drugs or drug delivery systems, taking advantage of its unique functional groups and potential biological activity.
Further research and analysis are necessary to fully understand the properties and potential uses of this chemical compound, as its complex nature and the presence of specific functional groups suggest a wide range of possible applications in both the pharmaceutical and biotechnology industries.

Upstream product

• 85453-24-3 (Z)-7-Bromo-hept-5-enenitrile 
• 41138-68-5 (S,E)-3-t-butyldimethylsilyloxy-1-lithio-1-octene 
• 77493-70-0 (1S,4R)-cis-4-(tert-Butyldimethylsiloxy)-1-(dimethylamino)-2-(phenylsulfonyl)-2-cyclopentene 

Downstream Products

• 85453-53-8 [(1S,2R,3S,4R)-2-Benzenesulfonyl-4-(tert-butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-2-((Z)-6-cyano-hex-2-enyl)-cyclopentyl]-methyl-carbamic acid 2,2,2-trichloro-ethyl ester 
• 85453-54-9 (Z)-7-{(1R,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enenitrile 
• 85453-56-1 (Z)-7-{(1R,2S,3R,5S)-1-Benzenesulfonyl-3-(tert-butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-methylamino-cyclopentyl}-hept-5-enoic acid amide 
• 85453-55-0 [(1S,2R,3S,4R)-2-Benzenesulfonyl-4-(tert-butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-2-((Z)-6-carbamoyl-hex-2-enyl)-cyclopentyl]-methyl-carbamic acid 2,2,2-trichloro-ethyl ester 

Relevant academic research and scientific papers

A Triply Convergent Total Synthesis of L-(-)-Prostaglandin E2

This paper details a versatile and efficient total synthesis of l-(-)-PGE2 (3).The key step is a triply convergent conjugate-addition/alkylation reaction involving the 1,4-addition of chiral vinyllithium reagent 7b to chiral vinyl sulfone D-47 to afford sulfone-stabilized anion , which is subsequently alkylated to produce the basic prostaglandin E2 skeleton 70.The synthesis of chiral vinyl sulfone D-47 involves a five step sequence with an enantioconvergent resolution process as one step and produces vinyl sulfone D-47 from readily available sulfide alcohol DL-11 in an overall yield of 36percent.The preparation of D-47 features two steps that utilize stereospecific SN2'reactions.The synthesis of l-(-)-PGE2 (3) involves a seven-step sequence from vinyl sulfone D-47 using mild conditions with an overall yield of 40percent and features an efficient peracetic acid oxidation of secondary amino acid 120 to oximino acid 121, which is, in turn, desulfonylated by 1,4-elimination of phenylsulfinic acid to generate a vinyl nitroso species that undergoes stereospecific 1,4-reduction by sodium borohydride to yield oxime 131.The hydrolysis of oxime 131 to l-(-)-PGE2 (3) using boron trifluoride and paraformaldehyde is the first reported high-yield method (84percent).This gives an overall yield for the synthesis of l-(-)-PGE2 (3) from racemic sulfide alcohol DL-11 of 14.5percent, including the resolution process.