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255920 Aldrich

1,1′-(Azodicarbonyl)dipiperidine

99%

Synonym: 1,1′-Azobis(N,N-pentamethyleneformamide), ADD, Azodicarboxylic acid dipiperidide, NSC 356027, SR 4077

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Properties

Related Categories C-X Bond Formation (Non-Halogen), Chemical Synthesis, Mitsunobu, Synthetic Reagents
InChI Key   OQJBFFCUFALWQL-BUHFOSPRSA-N
assay   99%
mp   134-136 °C(lit.)

Description

Application

Used in a study of the copper-catalyzed addition of aryboronic acids to azodicarboxyl derivatives providing aryl-substituted hydrazides.

Widely used reagent for the Mitsunobu reaction

Reactant for preparation of:
• Polyfluoroalkylated tripyrazolylmethane ligands

• (-)-Hygromycin A via Mitsunobu glycosylation
• Optically active α,α-disubstituted amino acids via Mitsunobu reaction
• Aza-β-lactams through [2+2] cycloaddition reactions
• Glycosyl disulfides
• Pyridine ether PPAR agonists
• S-glycosyl amino acid building blocks for combinatorial neoglycopeptide synthesis
• Histamine H3 receptor antagonists

Reactant for:
• Mitsunobu inversion reactions

Packaging

5, 25 g in poly bottle

Price and Availability


Laboratory Gloves

Cross-Coupling Guide
Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
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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