D1516
Di-tert-butyl azodicarboxylate
Synonym(s):
Bis(1,1-dimethylethyl)azodicarboxylate, DBAD, Di-tert-butyl azodiformate, NSC 109889
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About This Item
Linear Formula:
(CH3)3COCON=NCOOC(CH3)3
CAS Number:
Molecular Weight:
230.26
EC Number:
212-796-9
UNSPSC Code:
12352103
MDL number:
Beilstein/REAXYS Number:
1911434
mp
89-92 °C (lit.)
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+
InChI key
QKSQWQOAUQFORH-VAWYXSNFSA-N
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Application
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
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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