1130734-85-8

Basic information

• Product Name: (R)-2,2-dimethoxy-1-phenylethanamine
• CAS NO: 1130734-85-8
• Molecular Weight: 181.235
• Mol File: 1130734-85-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-2,2-dimethoxy-1-phenylethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2,2-dimethoxy-1-phenylethanamine(1130734-85-8)
• EPA Substance Registry System: (R)-2,2-dimethoxy-1-phenylethanamine(1130734-85-8)

Safety Data

• Hazardous Substances Data: 1130734-85-8(Hazardous Substances Data)

Upstream product

• 57962-58-0 rac-2,2-dimethoxy-1-phenylethanamine 
• 10172-89-1 (R)-N-acetylphenylalanin 
• 652538-25-5 1-benzyl-4-[(R)1-phenyl-2,2-dimethoxyethylamino]-(S,S)-3,5-bis(1-methoxyethyl)-1,2,4-triazolium bromide 

Downstream Products

• 1130734-94-9 C₂₁H₃₃NO₄ 
• 1334430-81-7 (2S,3R,E)-3-(((R)-2,2-dimethoxy-1-phenylethyl)amino)-1,5-diphenylpent-4-en-2-ol 

Relevant articles and documents

Resolution and absolute configuration of some a-aminoacetals: En route to enantiopure N-protected a-aminoaldehydes

The first successful resolution of rac-a-aminoacetals via diastereoisomeric salt formation with optically pure N-protected aminoacids is reported. The absolute configuration assignment of a-aminoacetal enantiomers is performed by an entirely non-racemizing chemical correlation method involving N-protection and a new efficient hydrolysis step followed by a reduction of the resulting N-protected a-aminoaldehyde intermediates. A racemization method of optically enriched a-aminoacetals is exemplified to allow valorisation of both enantiomers. Springer-Verlag 2011.

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.