934497-75-3

Basic information

• Product Name: (2R,3S)-2-((2R,3R)-3-{(2S)-2-methyl-3-[(1-phenyl-1H-tetrazol-5-yl)sulfonyl]propyl}oxiran-2-yl)pentan-3-ol
• Synonyms: (2R,3S)-2-((2R,3R)-3-{(2S)-2-methyl-3-[(1-phenyl-1H-tetrazol-5-yl)sulfonyl]propyl}oxiran-2-yl)pentan-3-ol
• CAS NO: 934497-75-3
• Molecular Weight: 394.495
• Mol File: 934497-75-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2R,3S)-2-((2R,3R)-3-{(2S)-2-methyl-3-[(1-phenyl-1H-tetrazol-5-yl)sulfonyl]propyl}oxiran-2-yl)pentan-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-2-((2R,3R)-3-{(2S)-2-methyl-3-[(1-phenyl-1H-tetrazol-5-yl)sulfonyl]propyl}oxiran-2-yl)pentan-3-ol(934497-75-3)
• EPA Substance Registry System: (2R,3S)-2-((2R,3R)-3-{(2S)-2-methyl-3-[(1-phenyl-1H-tetrazol-5-yl)sulfonyl]propyl}oxiran-2-yl)pentan-3-ol(934497-75-3)

Safety Data

• Hazardous Substances Data: 934497-75-3(Hazardous Substances Data)

Upstream product

• 1399680-07-9 (2S,6S,7S,E)-2,6-dimethyl-7-((triethylsilyl)oxy)non-4-en-1-yl methanesulfonate 
• 1399680-36-4 C₁₂H₂₄O₄S 
• 95273-27-1 (3S,4S)-4-hydroxy-3-methyl-1-hexene 
• 1399679-64-1 (S)-2-methylpent-4-en-1-yl methanesulfonate 
• 934497-74-2 (3S,4S,5E,8S)-4,8-dimethyl-9-[(1-phenyl-1H-tetrazol-5-yl)sulfonyl]non-5-en-3-ol 

Downstream Products

• 1399679-51-6 5-(((S)-2-methyl-3-((2R,3R)-3-((2S,3S)-3-((triethylsilyl)oxy)pentan-2-yl)oxiran-2-yl)propyl)sulfonyl)-1-phenyl-1H-tetrazole 
• 445493-23-2 (2S,3S,6S,7R,10R,E)-7,10-dihydroxy-2-{(S,2E,4E)-7-[(2R,3R)-3-{(2R,3S)-3-hydroxypentan-2-yl}oxiran-2-yl]-6-methylhepta-2,4-dien-2-yl}-3,7-dimethyl-12-oxooxacyclododec-4-en-6-yl acetate 

Relevant articles and documents

Enantioselective total synthesis of pladienolide B: A potent spliceosome inhibitor

An enantioselective and convergent total synthesis of pladienolide B (1) is described. Pladienolide B binds to the SF3b complex of a spliceosome and inhibits mRNA splicing activity. The synthesis features an epoxide opening reaction, an asymmetric reduction of a β-keto ester, and a cross metathesis strategy for the side chain synthesis.

Total synthesis of the potent antitumor macrolides pladienolide B and D

Getting cross: The total syntheses of two pladienolides (see picture), which have prominent antitumor activity based on a unique mechanism of action, have been accomplished, and their absolute configurations were verified. The 12-membered aliphatic macrolide structure was formed by ring-closing metathesis, and the side-chain moiety was coupled to the macrolide by Julia-Kocienski olefination or cross-metathesis. (Chemical Equation Presented).