102878-90-0

Basic information

• Product Name: aminobutyraldehyde dimethyl acetal
• CAS NO: 102878-90-0
• Molecular Weight: 133.191
• Mol File: 102878-90-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: aminobutyraldehyde dimethyl acetal(CAS DataBase Reference)
• NIST Chemistry Reference: aminobutyraldehyde dimethyl acetal(102878-90-0)
• EPA Substance Registry System: aminobutyraldehyde dimethyl acetal(102878-90-0)

Safety Data

• Hazardous Substances Data: 102878-90-0(Hazardous Substances Data)

Relevant articles and documents

Synthesis of chiral primary amines: diastereoselective alkylation of N-[(1E)-alkylidene]-3,5-bis[(1S)-1-methoxyethyl]-4H-1,2,4-triazol-4-amin es and N4-Nexocyclic bond cleavage in the resulting 1,2,4-triazol-4-alkylamines

Enantiomerically pure 3,5-bis[(1S)-1-methoxyethyl]-4H-1,2,4-triazol-4-amine 14a and 3,5-bis[(1S)-1-ethoxyethyl]-4H-1,2,4-triazol-4-amine 14b were used as chiral auxiliaries to obtain enantiomerically enriched α-aminoacetals, primary alkyl and arylalkyl amines (ee ranging from 40% to 90%). The different stages of the process were imine formation from the corresponding aldehydes, diastereoselective addition of a Grignard reagent, quaternization of the triazole auxiliary and cleavage of the N4-Nexocyclic bond by LiBH4. The mechanism of the cleavage of the N4-Nexocyclic bond is supported by the use of deuterated metal hydride. The absolute configurations of the new stereogenic centres were established by X-ray analyses of the enantiomerically pure stereomers isolated by semi-preparative liquid chromatography on a chiral support.