472654

N-Boc-2-aminoacetaldehyde

95%

• Synonyme(s) : tert-Butyl N-(2-oxoethyl)carbamate
• Formule linéaire : HCOCH₂NHCO₂C(CH₃)₃
• CAS Number: 89711-08-0
• Poids moléculaire : 159.18
• Numéro MDL: MFCD01321273
• Code UNSPSC : 12352100
• ID de substance PubChem : 24870815
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 100
• Essai: 95%
• Indice de réfraction: n20/D 1.455 (lit.)
• Groupe fonctionnel: aldehyde; amine
• Température de stockage: −20°C
• Chaîne SMILES: CC(C)(C)OC(=O)NCC=O
• InChI: 1S/C7H13NO3/c1-7(2,3)11-6(10)8-4-5-9/h5H,4H2,1-3H3,(H,8,10)
• Clé InChI: ACNRTYKOPZDRCO-UHFFFAOYSA-N
• Informations sur le gène: human ... CTSK(1513)

Description

Description générale

N-Boc-2-aminoacetaldehyde is an organic building block. It reacts with Horner-Wadsworth-Emmons (HWE) reagent to afford γ-aminobutyric acid (GABA)-derived α-keto amide/ester units.

Application

α-Methylenation of this amino aldehyde proceeds in a quick and efficient manner using a recently reported protocol involving formaldehyde and catalysis by either pyrrolidine proprionic acid or the dipeptide L-Pro-β-Ala.
Also used in a three-component synthesis of pyrrolidines involving 1,3-dipolar cycloaddition.

N-Boc-2-aminoacetaldehyde may be employed in the following:

• As a starting reagent in the total synthesis of (+)-negamycin.
• Synthesis of (E)-ethyl 4-((tert-butoxycarbonyl)amino)but-2-enoate.
• Synthesis of 2,2′-bipyridine.

A building block in the synthesis of a protected pyrroloproline.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 235.4 °F - closed cup
• Point d'éclair (°C): 113 °C - closed cup
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)