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135992 Aldrich

Di-tert-butyl azodicarboxylate Green Alternative

98%

Synonym: Bis(1,1-dimethylethyl)azodicarboxylate, DBAD, Di-tert-butyl azodiformate, NSC 109889

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Properties

Related Categories 12 Principles Aligned Products, C-X Bond Formation (Non-Halogen), Chemical Synthesis, Greener Alternative Products, Mitsunobu,
InChI Key   QKSQWQOAUQFORH-VAWYXSNFSA-N
assay   98%
greener alternative product characteristics   Catalysis
Learn more about the Principles of Green Chemistry.
mp   89-92 °C(lit.)
storage temp.   2-8°C

Description

Packaging

5, 25 g in glass bottle

Application

Co-oxidant in copper-catalyzed greener oxidation of alcohols under aerobic conditions.

Modified Markó’s aerobic oxidation of alcohols under atmospheric pressure with air or molecular oxygen at room temperature

Reactant for:
• Preparation of hexapeptide key fragments via stereoselective selenocyclization/oxidative deselenylation or hydrazination/cyclization reactions
• Asymmetric Michael addition reactions
• Preparation of dipeptidyl peptidase IV dependent water-soluble prodrugs via Mitsunobu reaction
• Synthesis of pyrroloisoquinoline template via stereoselective N-acyliminium-mediated cyclization and enolate amination for synthesis of peptidomimetic compounds
• Barbier-type propargylation reactions
• Synthesis of bacterial peptide deformylase (PDF) inhibitor fumimycin
• Asymmetric amination of glycine Schiff bases

General description

Sigma Life Science is committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for energy efficiency. Find details here.

Price and Availability


Laboratory Gloves

Cross-Coupling Guide
Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

Reagents for the Mitsunobu Reaction

One of the most powerful and widely used carboncarbon bond forming reactions in organic synthesis is the Mitsunobu reaction.1 The Mitsunobu reaction is also useful in the preparation of other moietie...
ChemFiles Volume 4 Article 2
Keywords: Mitsunobu Reaction, Organic synthesis

Peer-Reviewed Papers
15

References

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08168 Timestrip Plus 8 °C

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