71785-56-3

Basic information

• Product Name: (3R,6S)-3-Benzyl-2,5-dimethoxy-3,6-dimethyl-3,6-dihydro-1,4-pyrazin
• Synonyms: (3R,6S)-3-Benzyl-2,5-dimethoxy-3,6-dimethyl-3,6-dihydro-1,4-pyrazin
• CAS NO: 71785-56-3
• Molecular Weight: 260.336
• Mol File: 71785-56-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (3R,6S)-3-Benzyl-2,5-dimethoxy-3,6-dimethyl-3,6-dihydro-1,4-pyrazin(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,6S)-3-Benzyl-2,5-dimethoxy-3,6-dimethyl-3,6-dihydro-1,4-pyrazin(71785-56-3)
• EPA Substance Registry System: (3R,6S)-3-Benzyl-2,5-dimethoxy-3,6-dimethyl-3,6-dihydro-1,4-pyrazin(71785-56-3)

Safety Data

• Hazardous Substances Data: 71785-56-3(Hazardous Substances Data)

Upstream product

• 10065-72-2 L-Alanine methyl ester 
• 420-37-1 trimethoxonium tetrafluoroborate 
• 100-39-0 benzyl bromide 
• 5845-61-4 cyclo(L-Ala-L-Ala) 
• 105582-31-8 (R)-(+)-N--2-methyl-3-phenylalanine methyl ester 
• 105582-32-9 (3R)-(-)-3-methyl-3-benzyl-2,5-diketopiperazine 
• 38574-55-9 (R)-(-)-methyl 2-amino-2-methyl-3-phenylpropionate 
• 17350-84-4 (R)-2-amino-2-methyl-3-phenylpropanoic acid 
• 105582-33-0 (3R)-(-)-2,5-dimethoxy-3-benzyl-3-methyl-3,6-dihydropyrazine 
• 333-27-7 methyl trifluoromethanesulfonate 
• 71785-55-2 (3S,6S)-(+)-2,5-Dimethoxy-3,6-dimethyl-3,6-dihydropyrazin 

Downstream Products

• 10065-72-2 L-Alanine methyl ester 
• 38574-55-9 (R)-(-)-methyl 2-amino-2-methyl-3-phenylpropionate 

Relevant articles and documents

Synthesis of (R)- and (S)-1-Aminocyclopropane-1-carboxylic Acids

The synthesis of (R)- and (S)-1-aminocyclopropane-1-carboxylic acids of biological interest is described.The stereochemistry of the reaction of the lithio derivative of (R)-(-)-2,5-dimethoxy-3-benzyl-3-methyl-3,6-dihydroxypyrazine with 2-halo 1,1

Asymmetric Syntheses via Heterocyclic Intermediates, V. - Asymmetric Synthesis of α-Methyl Amino Acids by Alkylation of the Lithiated Lactim Ether of cyclo-(L-Ala-L-Ala)

The (3S,6S)-2,5-dimethoxy-3,6-dimethyl-3,6-dihydropyrazine (7) is obtained from cyclo-(L-Ala-L-Ala) 5 (93-95percent optically pure) and trimethyloxonium tetrafluoroborate.With butyllithium the lithio derivative 8 is formed which reacts with alkyl halides in good chemical yields and with more than 90percent diastereoselectivity, whereby R-configuration is induced at C-3.A model concept is discussed, which explains the remarkably high asymmetric induction. - Hydrolysis (0.25 N HCl, room temp.) gives L-alanine methyl ester (4) and the (R)-α-methyl amino acid methyl esters 13.The two amino acid esters are separable by distillation or chromatography.