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1,1'-(Azodicarbonyl)dipiperidine, 97%, Thermo Scientific Chemicals
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Catalog number H27719.14
also known as H27719-14
Price (USD)/ Each
291.65
Online exclusive
324.00 Save 32.35 (10%)
-
Quantity:
25 g
Price (USD)/ Each
291.65
Online exclusive
324.00 Save 32.35 (10%)
1,1'-(Azodicarbonyl)dipiperidine, 97%, Thermo Scientific Chemicals
Catalog numberH27719.14
Price (USD)/ Each
291.65
Online exclusive
324.00 Save 32.35 (10%)
-
Chemical Identifiers
CAS10465-81-3
IUPAC NameN-[(piperidine-1-carbonyl)imino]piperidine-1-carboxamide
Molecular FormulaC12H20N4O2
InChI KeyOQJBFFCUFALWQL-UHFFFAOYSA-N
SMILESO=C(N=NC(=O)N1CCCCC1)N1CCCCC1
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Specifications
Specification Sheet
Specification SheetAppearance (Color)Yellow
FormCrystalline powder or powder
Assay (HPLC)≥96.0%
Identification (FTIR)Conforms
Melting Point (clear melt)130-138°C
It is used in a study of the copper-catalyzed addition of aryboronic acids to azodicarboxyl derivatives providing aryl-substituted hydrazides. It is widely used reagent for the Mitsunobu reaction. It is 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 and is a histamine H3 receptor antagonists. It is a reactant for Mitsunobu inversion reactions.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
It is used in a study of the copper-catalyzed addition of aryboronic acids to azodicarboxyl derivatives providing aryl-substituted hydrazides. It is widely used reagent for the Mitsunobu reaction. It is 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 and is a histamine H3 receptor antagonists. It is a reactant for Mitsunobu inversion reactions.
Solubility
Slightly soluble in water.
Notes
Store in cool dry conditions. Incompatible with oxidizing agents.
It is used in a study of the copper-catalyzed addition of aryboronic acids to azodicarboxyl derivatives providing aryl-substituted hydrazides. It is widely used reagent for the Mitsunobu reaction. It is 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 and is a histamine H3 receptor antagonists. It is a reactant for Mitsunobu inversion reactions.
Solubility
Slightly soluble in water.
Notes
Store in cool dry conditions. Incompatible with oxidizing agents.
RUO – Research Use Only
General References:
- Tetsuto Tsunoda.; Yoshiko Yamamiya.; Shô Itô. 1,1'-(azodicarbonyl)dipiperidine-tributylphosphine, a new reagent system for mitsunobu reaction.Tetrahedron Lett. 1993, 34 (10),1639-1642 .
- Robert A. Falconera.; Istvan Jablonkaia.; Istvan Toth. Efficient synthesis of thioglycosides via a Mitsunobu condensation.Tetrahedron Lett. 1999, 40 (39),8663-8666 .
- Reagent for the Mitsunobu reaction (see Diethyl azodicarboxyl ate, L19348), used in combination with tri-n-butylphosphine as a more powerful system than DEAD for higher pKa nucleophiles: Tetrahedon Lett., 34, 1639 (1993); Tetrahedron, 61, 6218 (2005). Has also been utilized in a selective method for converting primary and secondary alcohols to carbonyl compounds, by reaction of the alcohol with a Grignard reagent, followed by oxidation of the intermediate magnesio-derivative with ADDP: J. Org. Chem., 38, 1652 (1973); Bull. Chem. Soc. Jpn., 2773 (1977).