1043577-28-1

Basic information

• Product Name: (3S)-hydroxy-1-((4R)-benzyl-2-thioxothiazolidin-3-yl)-7-tritylsulfanylhept-(4E)-en-1-one
• Synonyms: (3S)-hydroxy-1-((4R)-benzyl-2-thioxothiazolidin-3-yl)-7-tritylsulfanylhept-(4E)-en-1-one
• CAS NO: 1043577-28-1
• Molecular Weight: 609.877
• Mol File: 1043577-28-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (3S)-hydroxy-1-((4R)-benzyl-2-thioxothiazolidin-3-yl)-7-tritylsulfanylhept-(4E)-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3S)-hydroxy-1-((4R)-benzyl-2-thioxothiazolidin-3-yl)-7-tritylsulfanylhept-(4E)-en-1-one(1043577-28-1)
• EPA Substance Registry System: (3S)-hydroxy-1-((4R)-benzyl-2-thioxothiazolidin-3-yl)-7-tritylsulfanylhept-(4E)-en-1-one(1043577-28-1)

Safety Data

• Hazardous Substances Data: 1043577-28-1(Hazardous Substances Data)

Upstream product

• 911040-42-1 1-[(4R)-4-benzyl-2-thioxo-1,3-thiazolidin-3-yl]ethanone 
• 180973-22-2 (2E)-5-[(triphenylmethyl)thio]-2-pentenal 
• 3695-77-0 triphenylmethanethiol 
• 150350-28-0 S-trityl 3-mercaptopropionaldehyde 
• 110199-17-2 (R)-4-benzyl-thiazolidine-2-thione 
• 5267-64-1 (R)-2-amino-3-phenylpropanol 

Downstream Products

• 1043577-31-6 (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-amino-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate 
• 1132667-29-8 C₄₂H₄₄N₄O₄S₂ 
• 1137735-74-0 (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-amino-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate 
• 1089192-66-4 (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl) amino)-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate 
• 1132667-28-7 (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-((R)-2-(6-(((tert-butoxycarbonyl)amino)methyl)pyridin-2-yl)-4-methyl-4,5-dihydrothiazole-4-carboxamido)-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate 
• 1043577-34-9 (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-((R)-2'-(((tert-butoxycarbonyl)amino)methyl)-4-methyl-4,5-dihydro[2,4'-bithiazole]-4-carboxamido)-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate 

Relevant articles and documents

Radical-Mediated Thiol-Ene Strategy: Photoactivation of Thiol-Containing Drugs in Cancer Cells

Photoactivated drugs provide an opportunity to improve efficacy alongside reducing side-effects in the treatment of severe diseases such as cancer. Described herein is a photoactivation decaging method of isobutylene-caged thiols through a UV-initiated thiol-ene reaction. The method was demonstrated with an isobutylene-caged cysteine, cyclic disulfide-peptide, and thiol-containing drug, all of which were rapidly and efficiently released under mild UV irradiation in the presence of thiol sources and a photoinitiator. Importantly, it is shown that the activity of histone deacetylase inhibitor largazole can be switched off when stapled, but selectively switched on within cancer cells when irradiated with non-phototoxic light.

Concise total synthesis of largazole

The concise total synthesis of largazole was accomplished. The key step included the use of the Nagao thiazolidinethione auxiliary for the diastereoselective acetate aldol reaction and it acts as an acylating agent for the peptide formation.