135992

Azodicarbonsäure-di-tert.-butylester

98%

• Synonym(e): Bis(1,1-dimethylethyl)azodicarboxylate, DBAD, Di-tert-butyl azodiformate, NSC 109889
• Lineare Formel: (CH₃)₃COCON=NCOOC(CH₃)₃
• CAS-Nummer: 870-50-8
• Molekulargewicht: 230.26
• Beilstein: 1911434
• EG-Nummer: 212-796-9
• MDL-Nummer: MFCD00015001
• UNSPSC-Code: 12352108
• PubChem Substanz-ID: 24848251
• NACRES: NA.22

Eigenschaften

• Assay: 98%
• Form: solid
• Grünere Alternativprodukt-Eigenschaften: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• mp (Schmelzpunkt): 89-92 °C (lit.)
• Grünere Alternativprodukt-Kategorie: Aligned,
• Lagertemp.: 2-8°C
• SMILES String: CC(C)(C)OC(=O)\N=N\C(=O)OC(C)(C)C
• InChI: 1S/C10H18N2O4/c1-9(2,3)15-7(13)11-12-8(14)16-10(4,5)6/h1-6H3/b12-11+
• InChIKey: QKSQWQOAUQFORH-VAWYXSNFSA-N

Beschreibung

Allgemeine Beschreibung

We are 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 catalysis.

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Anwendung

Reagent employed in the electrophilic amination of ß-keto esters catalyzed by an axially chiral guanidine. Building block in an enantioselective synthesis of 3,6-dihyropyridazines employing organocatalysts such a L-proline or (S)-2-pyrrolidinyl tetrazole.

Utilized in the asymmetric Friedel-Crafts amination via a chiral organocatalyst.

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

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves