1380204-59-0

Basic information

• Product Name: C₃₈H₅₅F₃O₆SSeSi₂
• CAS NO: 1380204-59-0
• Molecular Weight: 832.043
• Mol File: 1380204-59-0.mol

Chemical Properties

• CAS DataBase Reference: C₃₈H₅₅F₃O₆SSeSi₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₃₈H₅₅F₃O₆SSeSi₂(1380204-59-0)
• EPA Substance Registry System: C₃₈H₅₅F₃O₆SSeSi₂(1380204-59-0)

Safety Data

• Hazardous Substances Data: 1380204-59-0(Hazardous Substances Data)

Upstream product

• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 
• 1380204-58-9 C₃₇H₅₆O₄SeSi₂ 
• 1380204-48-7 C₄₃H₆₂O₇Si 
• 1380204-64-7 C₄₀H₆₆O₄SeSi₃ 
• 1380204-57-8 C₃₇H₅₈O₄SeSi₂ 
• 1380204-56-7 C₃₇H₆₀O₄SeSi₂ 
• 1380204-55-6 C₃₁H₄₆O₄SeSi 
• 1380204-43-2 C₄₇H₆₂O₆SeSi 
• 1380204-54-5 C₄₂H₆₀O₉SSi 
• 1380204-51-2 C₄₁H₅₈O₇Si 
• 1380204-53-4 C₄₁H₅₆O₇Si 
• 1380204-50-1 C₄₃H₆₀O₇Si 

Downstream Products

• 1380204-40-9 C₃₈H₆₀O₅SeSi₂ 
• 1380204-65-8 C₄₈H₆₇F₃O₇SeSi₂ 
• 1380204-66-9 C₄₈H₆₇F₃O₇SeSi₂ 
• 1380204-67-0 C₃₈H₆₀O₆SeSi₂ 
• 1380204-60-3 C₃₈H₅₈O₃SeSi₂ 

Relevant articles and documents

Total synthesis of natural derivatives and artificial analogs of 13-oxyingenol and their biological evaluation

We have established an efficient synthetic methodology for the 13-oxyingenol natural derivative (13-oxyingenol-13-dodecanoate-20-hexanoate), featuring a ring-closing olefin metathesis reaction for the “direct” construction of a highly strained inside-outside framework and a Mislow-Evans-type [2,3]-sigmatropic rearrangement for the stereoselective introduction of the hydroxy group at C5. We also synthesized artificial analogs of 13-oxyingenol and ingenol by using our synthetic strategy. In vitro activation assays of protein kinase C (PKC) α and δ revealed that the dodecanoyl group at O13 on 13-oxyingenol analogs had a significant role in PKCδ activation. The PKCα- or PKCδ-activating 13-oxyingenol and ingenol analogs induced both distinct morphological changes and increases of CD11b expression in HL-60 cells, which would be typical signs of HL-60 cell differentiation to macrophage-like cells, as expected by previous reports. Intriguingly, however, similar differentiation phenotypes were observed with the use of 13-oxyingenol natural derivatives and 13-oxyingenol-13-dodecanoate showing a remarkably less potent PKCα or PKCδ activation ability, which the PKC inhibitor G?6983 diminished. This indicated the involvement of other PKC isozymes or related kinase activities. 13-Oxyingenol analogs, which induced HL-60 cell differentiation, also induced HL-60 cell death, similar to the action of a phorbol ester, a strong PKC activator.

Total synthesis of (-)-13-oxyingenol and its natural derivative

Ring functionalization: The total synthesis of a natural derivative of (-)-13-oxyingenol, a potent anti-HIV diterpenoid, is reported. The key steps in this synthesis include a ring-closing olefin metathesis and a Mislow-Evans-type [2,3]-sigmatropic rearrangement. This synthesis provides access to (-)-13-oxyingenol and its natural derivative in 21 steps from a synthetic intermediate previously prepared by Kigoshi and co-workers. Copyright