901355-43-9

Basic information

• Product Name: (3S,6R)-[6-2H]-3-isopropyl-6-(2-bromobenzyl)-2,5-dimethoxy-3,6-dihydropyrazine
• Synonyms: (3S,6R)-[6-2H]-3-isopropyl-6-(2-bromobenzyl)-2,5-dimethoxy-3,6-dihydropyrazine
• CAS NO: 901355-43-9
• Molecular Weight: 354.251
• Mol File: 901355-43-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3S,6R)-[6-2H]-3-isopropyl-6-(2-bromobenzyl)-2,5-dimethoxy-3,6-dihydropyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,6R)-[6-2H]-3-isopropyl-6-(2-bromobenzyl)-2,5-dimethoxy-3,6-dihydropyrazine(901355-43-9)
• EPA Substance Registry System: (3S,6R)-[6-2H]-3-isopropyl-6-(2-bromobenzyl)-2,5-dimethoxy-3,6-dihydropyrazine(901355-43-9)

Safety Data

• Hazardous Substances Data: 901355-43-9(Hazardous Substances Data)

Upstream product

• 127104-06-7 (3S)-<6,6-2H2>-3,6-dihydro-2,5-dimethoxy-3-(1-methylethyl)pyrazine 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 78342-42-4 (S)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine 

Downstream Products

• 6306-52-1 L-valine methylester hydrochloride 

Relevant articles and documents

An improved synthesis of deuterated Schoellkopf's bis-lactim ether and its use for the asymmetric synthesis of (R)-[α-2H]-phenylalanine methyl esters

Treatment of (S)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine with trifluoroacetic acid in MeOD results in regioselective deuteration at its C6-position affording its corresponding (S)-[6-2H2]-isotopomer in excellent yield with no loss of stereochemical integrity at its C3-stereocentre. The lithium aza-enolate of this deuterated chiral template has been alkylated with a range of substituted benzyl bromides to afford (3S,6R)-[6-2H]-3-isopropyl-6-benzyl-bis-lactim ethers that were hydrolysed to afford their corresponding (R)-[α-2H]-phenylalanine methyl esters as hydrochloride salts in good yield.