107384-38-3

Upstream product

• 78342-42-4 (S)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine 
• 104-55-2 3-phenyl-propenal 
• 14371-10-9 (E)-3-phenylpropenal 

Downstream Products

• 134815-85-3 1-<(2'R,5'S)-2',5'-Dihydro-5'-isopropyl-3',6'-dimethoxy-2'-pyrazinyl>-1-<2'',3''-diphenylcyclopropyl>methanol 
• 120190-32-1 (2R,5S,1'R,2'R 3'R)-2-(2',3'-epoxy-1'-hydroxy-3'-phenyl-prop-1'-yl)-2,5-dihydro-5-isopropyl-3,6-dimethoxy-pyrazine 
• 120190-32-1 (2R,5S,1'R,2'S,3'S)-2-(2',3'-epoxy-1'-hydroxy-3'-phenyl-prop-1'-yl)-2,5-dihydro-5-isopropyl-3,6-dimethoxy-pyrazine 
• 120190-36-5 (2R,5S,1'R,2'S,3'R)-2-(1'-acetoxy-2'3'-epoxy-3'-phenyl-prop-1'-yl)-2,5-dihydro-5-isopropyl-3,6-dimethoxy-pyrazine 
• 120190-53-6 (2R,5S,1'R,2'R,3'R)-2-(1'-acetoxy-2',3'-methylene-3'-phenyl-prop-1'-yl)-2,5-dihydro-5-isopropyl-3,6-dimethoxy-pyrazine 
• 120190-55-8 methyl (2R,3S,4R,5R)-2-acetamino-3-hydroxy-4,5-methylene-5-phenyl-pentanoate 
• 120190-41-2 methyl (2R,3R,4S,5R)-3-acetoxy-2-amino-4,5-epoxy-5-phenyl-pentanoate 
• 120190-50-3 (2R,5S,1'R,2'R,3'R)-2,5-dihydro-2-(1'-hydroxy-2',3'-methylene-3'-phenyl-prop-1'-yl)-5-isopropyl-3,6-dimethoxy-pyrazine 
• 134815-87-5 O-Acetyl-1-<2'R,5'S)-2',5'-dihydro-5'-isopropyl-3',6'-dimethoxy-2'-pyrazinyl>-1-<2'',3''-diphenylcyclopropyl>methanol 
• 134815-90-0 Methyl (2R,3S)-2-Acetamido-3-hydroxy-3-<(2'R,3'S)-2',3'-diphenylcyclopropyl>-3-hydroxypropanoate 

Relevant academic research and scientific papers

ASYMMETRIC SYNTHESIS VIA HETEROCYCLIC INTERMEDIATES - XXXIX. ASYMMETRTIC SYNTHESIS OF (ENANTIOMERICALLY AND DIASTEREOMERICALLY VIRTUALLY PURE) METHYL 2-AMINO-4,5-EPOXY-3-HYDROXY-ALKANOATES AND METHYL 2-AMINO-3-HYDROXY-4,5-METHYLENE-ALKANOATES BY THE BISLA

α,β-Unsaturated aldehydes react with the titanated bislactim ether 6 of cyclo-(L-val-gly) to give the (2R,1'S)-syn-addition products of type 8.With TBHP (catalyzed by Ti(OiPr)4 with and without (+)- or (-)-DET) these furnish the epoxides 10 or 11 with 1',

Asymmetric Syntheses via Heterocyclic Intermediates, XXXIII. - Asymmetric Synthesis of (Diastereomerically and Enantiomerically Virtually Pure) Methyl (2R,3S)-threo-2-Amino-3-hydroxy-4-alkenoates by the Bislactim Ether Method

The titanium derivative 4a of the bislactim ether 1a from cyclo-(L-Val-Gly) react with α,β-unsaturated aldehydes 5 exclusively by 1,2-addition in a highly diastereoselective mode to give virtually only the (2R,1'S) diastereomers of type 6.Upon hydrolysis these furnish the methyl (2R,3S)-threo-2-amino-3-hydroxy-4-alkenoates of type 11-13 which are essentially diastereomerically and enantiomerically pure.