141783-42-8

Basic information

• Product Name: (2S,3S)-2-(4-methylbenzenesulfonyloxymethyl)-3-methyloxirane
• Synonyms: (2S,3S)-2-(4-methylbenzenesulfonyloxymethyl)-3-methyloxirane
• CAS NO: 141783-42-8
• Molecular Weight: 242.296
• Mol File: 141783-42-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (2S,3S)-2-(4-methylbenzenesulfonyloxymethyl)-3-methyloxirane(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-2-(4-methylbenzenesulfonyloxymethyl)-3-methyloxirane(141783-42-8)
• EPA Substance Registry System: (2S,3S)-2-(4-methylbenzenesulfonyloxymethyl)-3-methyloxirane(141783-42-8)

Safety Data

• Hazardous Substances Data: 141783-42-8(Hazardous Substances Data)

Upstream product

• 55058-23-6 (2R/3R)/(2S,3S)-2,3-epoxy-butanol 
• 98-59-9 p-toluenesulfonyl chloride 
• 50468-21-8 (2S,3S)-2,3-epoxy-1-butanol 
• 6117-91-5 (E/Z)-2-buten-1-ol 
• 504-61-0 (E)-but-2-enol 
• 2217-15-4 L-(+)-diisopropyl tartrate 

Downstream Products

• 1245634-63-2 (2S,3S)-2,3-epoxybutyl p-methoxybenzyl ether 
• 143693-24-7 (R/S)-1,2-Butandiol-1-<(4-methylbenzol)sulfonat> 
• 132177-81-2 Toluene-4-sulfonic acid (2R,3S)-6-(tert-butyl-dimethyl-silanyloxy)-8,8-diethoxy-2-hydroxy-3-methyl-oct-4-ynyl ester 
• 132150-05-1 Toluene-4-sulfonic acid (2R,3S)-6-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-3-methyl-non-4-ynyl ester 
• 370858-92-7 (2R,3S,6RS)-4-methylbenzenesulfonic acid 6-[pent-4-enyloxy]-3-methyl-2-hydroxyhept-4-ynyl ester 
• 103745-07-9 (R)-2-hydroxybutyl p-toluenesulfonate 

Relevant articles and documents

A Convergent Total Synthesis of the Death Cap Toxin α-Amanitin

The toxic bicyclic octapeptide α-amanitin is mostly found in different species of the mushroom genus Amanita, with the death cap (Amanita phalloides) as one of the most prominent members. Due to its high selective inhibition of RNA polymerase II, which is directly linked to its high toxicity, particularly to hepatocytes, α-amanitin received an increased attention as a toxin-component of antibody-drug conjugates (ADC) in cancer research. Furthermore, the isolation of α-amanitin from mushrooms as the sole source severely restricts compound supply as well as further investigations, as structure–activity relationship (SAR) studies. Based on a straightforward access to the non-proteinogenic amino acid dihydroxyisoleucine, we herein present a robust total synthesis of α-amanitin providing options for production at larger scale as well as future structural diversifications.

Structural revision of (+)-uprolide F diacetate confirmed by asymmetric total synthesis

A new structure for the cytotoxic cembranolide uprolide F diacetate (UFD) was proposed, and an enantioselective total synthesis was accomplished to confirm that our revised structure correctly represented the natural UFD and its absolute configuration. Ou

An efficient asymmetric synthesis of the potent β-blocker ICI-118,551 allows the determination of enantiomer dependency on biological activity

A highly efficient, practical and flexible two-step asymmetric synthesis of the β2-selective β-blocker ICI 118,551 is reported, allowing an unambiguous determination of the dependency of biological activity with optical activity, revealing the S,S-enantiomer to be the most potent.