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362832 Aldrich

(Trimethylsilyl)diazomethane solution

2.0 M in hexanes

Synonym: (Diazomethyl)trimethylsilane

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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.

Price and Availability


Cross-Coupling Guide
Safety & Documentation

Safety Information

Signal word 
Danger
Target organs 
Lungs
RIDADR 
UN 3383 6.1(3) / PGI
WGK Germany 
3
Flash Point(F) 
-9.4 °F
Flash Point(C) 
-23 °C

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Articles

Acids and Bases

Acids and bases have been used by chemists for centuries, and are among the most fundamental reagents employed in synthetic organic chemistry. This Aldrich product line ranges from Brønsted and Lewis...
Chemfiles Volume 1 Article 3

Activating Reagents and Protecting Groups

The use of activating agents and protecting groups in organic synthesis is necessary to prevent unwanted side reactions from occurring when using other common reagents such as oxidizing or reducing a...
Chemfiles Volume 1 Article 3
Keywords: Organic synthesis

Reagents for C–C Bond Formation

Aldrich carries a large variety of electrophiles and nucleophiles that are widely used in C–C bond-forming reactions. This group of products contains many organometallic reagents as well as commonly-...
ChemFiles Volume 1 Article 3
Keywords: Acylations, Alkylations

Peer-Reviewed Papers
15

References

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