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10465-81-3 - 1,1'-(Azodicarbonyl)dipiperidine, 97% - ADDP - H27719 - Alfa Aesar

H27719 1,1'-(Azodicarbonyl)dipiperidine, 97%

Codice CAS
10465-81-3
Sinonimi
ADDP

Dimensioni Prezzo ($) Quantità Disponibilità
5g 87,00
25g 263,00
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1,1'-(Azodicarbonyl)dipiperidine, 97%

MDL
MFCD00010111

Proprietà chimiche

Formula
C12H20N4O2
Peso formula
252.32
Punto di fusione
133-136°
Solubilità
Slightly soluble in water.

Applicazioni

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.

Note

Store in cool dry conditions. Incompatible with oxidizing agents.

Letteratura

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 azodicarboxyl­ate, 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).

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Dichiarazioni precauzionali: P261-P280a-P305+P351+P338-P304+P340-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Codice tariffe armonizzato
2933.39
TSCA
No

Raccomandato

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  • A12728

    Silicone oil, for oil baths, usable range from -40 to +200°C
  • 14112

    Triphenylphosphine, 99+%

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