1092363-37-5

Basic information

• Product Name: (R)-methyl 2-(2-(((3S,4E)-3-hydroxy-7-(tritylthio)hept-4-enamido)methyl)thiazol-4-yl)-4-methyl-4,5-dihydrothiazole-4-carboxylate
• Synonyms: (R)-methyl 2-(2-(((3S,4E)-3-hydroxy-7-(tritylthio)hept-4-enamido)methyl)thiazol-4-yl)-4-methyl-4,5-dihydrothiazole-4-carboxylate
• CAS NO: 1092363-37-5
• Molecular Weight: 671.905
• Mol File: 1092363-37-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-methyl 2-(2-(((3S,4E)-3-hydroxy-7-(tritylthio)hept-4-enamido)methyl)thiazol-4-yl)-4-methyl-4,5-dihydrothiazole-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-methyl 2-(2-(((3S,4E)-3-hydroxy-7-(tritylthio)hept-4-enamido)methyl)thiazol-4-yl)-4-methyl-4,5-dihydrothiazole-4-carboxylate(1092363-37-5)
• EPA Substance Registry System: (R)-methyl 2-(2-(((3S,4E)-3-hydroxy-7-(tritylthio)hept-4-enamido)methyl)thiazol-4-yl)-4-methyl-4,5-dihydrothiazole-4-carboxylate(1092363-37-5)

Safety Data

• Hazardous Substances Data: 1092363-37-5(Hazardous Substances Data)

Upstream product

• 251294-64-1 2-[N-(tert-butoxycarbonyl)aminomethyl]thiazole-4-carbonitrile 
• 180973-22-2 (2E)-5-[(triphenylmethyl)thio]-2-pentenal 
• 182120-82-7 2-(tert-butoxycarbonylaminomethyl)-1,3-thiazole-4-carboxamide 
• 150350-28-0 S-trityl 3-mercaptopropionaldehyde 
• 71904-80-8 2-((tert-butoxycarbonylamino)methyl)thiazole-4-carboxylic acid 
• 3695-77-0 triphenylmethanethiol 
• 663918-95-4 (3S,4E)-3-hydroxy-1-((4R)-4-isopropyl-2-thioxothiazolidin-3-yl)-7-tritylsulfanyl-hept-4-en-1-one 
• 1033814-13-9 (R)-2-(2-((tert-butoxycarbonylamino)methyl)thiazol-4-yl)-4-methyl-4,5-dihydrothiazole-4-carboxylic acid 

Downstream Products

• 1009815-87-5 largazole 
• 1043577-37-2 (5R,8S,11S)-8-isopropyl-5-methyl-11-((E)-4-(tritylthio)but-1-en-1-yl)-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.12,5]icosa-1⁽¹⁸⁾,2⁽²⁰⁾,16⁽¹⁹⁾-triene-6,9,13-trione 
• 1092363-38-6 C₅₅H₅₄N₄O₇S₃ 
• 1191242-43-9 C₄₀H₄₄N₄O₅S₃ 
• 1338230-01-5 C₂₈H₃₄N₄O₅S₃ 
• 1621325-92-5 C₆₀H₅₆N₄O₇S₃ 

Relevant articles and documents

Largazole and analogues with modified metal-binding motifs targeting histone deacetylases: Synthesis and biological evaluation

The histone deacetylase inhibitor largazole 1 was synthesized by a convergent approach that involved several efficient and high yielding single pot multistep protocols. Initial attempts using tert-butyl as thiol protecting group proved problematic, and synthesis was accomplished by switching to the trityl protecting group. This synthetic protocol provides a convenient approach to many new largazole analogues. Three side chain analogues with multiple heteroatoms for chelation with Zn2+ were synthesized, and their biological activities were evaluated. They were less potent than largazole 1 in growth inhibition of HCT116 colon carcinoma cell line and in inducing increases in global H3 acetylation. Largazole 1 and the three side chain analogues had no effect on HDAC6, as indicated by the lack of increased acetylation of α-tubulin.