85803-46-9

Upstream product

• 56613-80-0 D-2-phenylglycinol 
• 123-11-5 4-methoxy-benzaldehyde 
• 875-74-1 (R)-phenylglycine 
• 26227-73-6 N-(4-methoxybenzylidene)-4-(n-butyl)aniline 

Downstream Products

• 139224-95-6 N-<(R)-2-hydroxy-1-phenylethyl>-(R)-α-amino-4-methoxybenzeneacetonitrile 
• 139224-89-8 N-<(R)-2-hydroxy-1-phenylethyl>-(S)-α-amino-4-methoxybenzeneacetonitrile 
• 1007391-35-6 C₁₈H₁₇F₂NO₃ 
• 1037074-17-1 (S)-(4-Methoxy-phenyl)-{[1-phenyl-meth-(Z)-ylidene]-amino}-acetonitrile 
• 24593-48-4 (2S)-2-amino-2-(4-methoxyphenyl)acetic acid 

Relevant academic research and scientific papers

A simple and efficient diastereoselective Strecker synthesis of optically pure α-arylglycines

A simple and economical method for the synthesis of highly functionalised α-amino nitriles, precursors to α-arylglycines with high optical purity is reported. For this purpose, (R) or (S)-2-amino-2- phenylethanol were used as chiral auxiliaries in a 1,3 Strecker reaction. Reactions were studied with a broad range of reagent systems for the generation of cyano nucleophile. Methodology has been extended for the synthesis of (S)-α-(2-iodo-5-nitrophenyl)glycine, (S)-α-(4- methoxyphenyl)glycine and (R)-β-(4-methoxyphenyl)alanine.

Use of Liquid Crystal Induced Circular Dichroism for Absolute Configurational Assignments of β-Amino Alcohols

Dissolution of small quantities of chiral β-amino alcohols in liquid crystalline N-(p-methoxybenzylidene)-p-n-butylaniline (MBBA) results in induced rotations due to the formation of a cholesteric (chiral) liquid crystal phase.The induced rotations are several orders of magnitude larger than those observed for β-amino alcohols in isotropic solutions, and the signs of these rotations can be correlated with the absolute configurations of the chiral amino alcohols when standard conformational analysis arguments and the preference of elongated molecules to align with MBBA are considered.