320742-95-8

Basic information

• Product Name: (2R,4R)-2,4-dimethyl-1-(tert-butyldiphenylsilyloxy)-5-hexene
• Synonyms: (2R,4R)-2,4-dimethyl-1-(tert-butyldiphenylsilyloxy)-5-hexene
• CAS NO: 320742-95-8
• Molecular Weight: 366.619
• Mol File: 320742-95-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2R,4R)-2,4-dimethyl-1-(tert-butyldiphenylsilyloxy)-5-hexene(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4R)-2,4-dimethyl-1-(tert-butyldiphenylsilyloxy)-5-hexene(320742-95-8)
• EPA Substance Registry System: (2R,4R)-2,4-dimethyl-1-(tert-butyldiphenylsilyloxy)-5-hexene(320742-95-8)

Safety Data

• Hazardous Substances Data: 320742-95-8(Hazardous Substances Data)

Upstream product

• 106357-24-8 (3S,4S,5S)-6-(tert-butyldiphenylsiloxy)-4-hydroxy-3,5-dimethylhexan-1-ene 
• 1158990-81-8 C₂₅H₃₆O₄SSi 
• 1292308-98-5 C₃₃H₄₅NO₃Si 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 72297-78-0 (2S)-(tert-butyl)(3-iodo-2-methylpropoxy)diphenylsilane 
• 730964-35-9 (2R,4R)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentan-1-ol 

Downstream Products

• 320742-96-9 (3R,5R)-3,5-dimethyl-6-(tert-butyldiphenylsilyloxy)hexanol 
• 320743-02-0 (4S)-phenyl-3-[(3S,4R,6R)-3,4,6-trimethyl-8-((2S)-N-methyl-2-methylbutyramido)-octanoyl]-2-oxazolidine 
• 320742-99-2 (2S)-N-methyl-N-[(3R,5R)-3,5-dimethyl-6-(tert-butyldiphenylsilyloxy)-hex-1-yl]-2-methylbutyramide 
• 320742-98-1 N-[6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hexyl]-2-methyl-butyramide 

Relevant articles and documents

Unexpected stereochemical tolerance for the biological activity of tyroscherin

Here we describe the concise syntheses of the 15 diastereomers and key analogs of the natural product tyroscherin. While systematic analysis of the analogs clearly demonstrated that the hydrocarbon tail is important for biological activity, structure-activity relationship studies of the complete tyroscherin diastereoarray revealed a surprisingly expansive stereochemical tolerance for the cytotoxic activity. Our results represent a departure from the tenet that biological activity is constrained to a narrow pharmacophore, and highlight the recently emerging appreciation for stereochemical flexibility in defining the essential structural elements of biologically active small molecules.

An expeditious total synthesis of kalkitoxins: Determination of the absolute stereostructure of natural kalkitoxin

Kalkitoxin, a potent neurotoxin isolated from the marine cyanobacteria Lyngbya majuscula, and its congeners (1-7) were efficiently synthesized utilizing Hruby's diastereoselective 1,4-addition and the Wipf's oxazoline-thiazoline conversion as key steps. T