Sigma-Aldrich/(Trimethylsilyl)diazomethane solution/362832-5ML/5ML

• CAS Number 18107-18-1

• Linear Formula (CH₃)₃SiCHN₂

• Molecular Weight 114.22

•  Beilstein Registry Number 1902903

•  MDL number MFCD00053946

•  PubChem Substance ID 24862335

• Popular Documents:  Specification Sheet (PDF)  

Properties:

Description:

Packaging

5, 25, 100, 500 mL in Sure/Seal™

Preparation Note

Preparation of substituted cyclopentenones via [4+1] annulation with vinylketenes.

Application

Reactant for preparation of:
• Macrolactam analogs of the natural product macrolide (-)-A26771B with improved metabolic stability and antibacterial activity
• Aigialomycin D analogues as protein kinase inhibitors for cancer treatment
• Unnatural α-amino acid derivatives containing gem-bisphosphonates via Michael addition reaction
• Capped 4-methylumbelliferyl hyaluronan disaccharides and tetrasaccharides as potential hyaluronidase substrates
• Stictamides A-C as matrix metallopeptidase 12 (MMP12) inhibitors with antitumor invasion activity
• Endothelin converting enzyme (ECE) Inhibitors WS 75624A and WS 75624B via a cross-metathesis approach
• Ent-kaurene derivatives as anti-inflammatory agents
• Desmosdumotin C analogs as potent antitumor agents acting via activation of spindle assembly checkpoint
• Imidazolo[2,1-b]benzothiazole derivatives as potential p53 inhibitors

Synthetic applications include metathesis and cycloaddition reactions.
Regioselective dipolar cycloadditions to give amino acids and azakainoids.

Safety:

Symbol 

  GHS02, GHS06, GHS08, GHS09