10465-81-3 Usage
Description
1,1'-(Azodicarbonyl)-dipiperidine (ADDP) is a yellow crystalline powder that serves as a versatile reagent in organic synthesis, particularly in the Mitsunobu reaction. It is instrumental in the condensation of alcohols and acidic compounds, facilitating the synthesis of various biologically active compounds and pharmaceutical agents.
Uses
Used in Pharmaceutical Synthesis:
1,1'-(Azodicarbonyl)-dipiperidine is used as a key reagent for the synthesis of G protein-coupled receptor 120 (GPR120) agonists, which possess antidiabetic activity, and peroxisome proliferator-activated receptor α (PPARα), PPARγ, and PPARδ triple agonists. These agonists play a crucial role in the development of treatments for diabetes and other metabolic disorders.
Used in Organic Chemistry:
1,1'-(Azodicarbonyl)-dipiperidine is used as a catalyst in the copper-catalyzed addition of arylboronic acids to azodicarboxyl derivatives, yielding aryl-substituted hydrazides. This reaction is vital for the synthesis of complex organic molecules and pharmaceutical intermediates.
Used in Mitsunobu Reaction:
As a widely used reagent in the Mitsunobu reaction, 1,1'-(Azodicarbonyl)-dipiperidine is employed for the inversion of stereochemistry in alcohols and the formation of various chemical bonds, such as the preparation of glycosyl disulfides, pyridine ether PPAR agonists, and S-glycosyl amino acids.
Used in Combinatorial Chemistry:
1,1'-(Azodicarbonyl)-dipiperidine is used as a reactant for the preparation of building blocks in combinatorial neoglycopeptide synthesis, enabling the rapid assembly of diverse peptide libraries for drug discovery and development.
Used in Natural Product Synthesis:
It is utilized in the synthesis of complex natural products, such as (-)-Hygromycin A, through Mitsunobu glycosylation, and optically active α,α-disubstituted amino acids via Mitsunobu reaction.
Used in Catalyst Design:
1,1'-(Azodicarbonyl)-dipiperidine is used in the development of polyfluoroalkylated tripyrazolylmethane ligands, which are employed as catalysts in various organic transformations.
Used in the Synthesis of Biologically Active Compounds:
It serves as a reactant for the preparation of aza-β-lactams through [2+2] cycloaddition reactions, contributing to the development of new antibiotics and other bioactive compounds.
Used in Drug Discovery:
1,1'-(Azodicarbonyl)-dipiperidine is used as a reactant in Mitsunobu inversion reactions, which are crucial for the synthesis of novel drug candidates with potential therapeutic applications.
Used in Medicinal Chemistry:
It is employed as a reactant for the development of histamine H3 receptor antagonists, which have potential applications in the treatment of various neurological and psychiatric disorders.
Check Digit Verification of cas no
The CAS Registry Mumber 10465-81-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,4,6 and 5 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 10465-81:
(7*1)+(6*0)+(5*4)+(4*6)+(3*5)+(2*8)+(1*1)=83
83 % 10 = 3
So 10465-81-3 is a valid CAS Registry Number.
InChI:InChI=1/C12H20N4O2/c17-11(15-7-3-1-4-8-15)13-14-12(18)16-9-5-2-6-10-16/h1-10H2/b14-13+
