645396-54-9

Basic information

• Product Name: (2S,5S,8aS)-2-[(1-(tertbutoxycarbonyl)indol-3-yl)methyl]-2-(hydroxymethyl)-5-phenyl-1,5,6,8a-tetrahydro-3,7-dioxaindolizin-8(2H)-one
• Synonyms: (2S,5S,8aS)-2-[(1-(tertbutoxycarbonyl)indol-3-yl)methyl]-2-(hydroxymethyl)-5-phenyl-1,5,6,8a-tetrahydro-3,7-dioxaindolizin-8(2H)-one
• CAS NO: 645396-54-9
• Molecular Weight: 478.545
• Mol File: 645396-54-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2S,5S,8aS)-2-[(1-(tertbutoxycarbonyl)indol-3-yl)methyl]-2-(hydroxymethyl)-5-phenyl-1,5,6,8a-tetrahydro-3,7-dioxaindolizin-8(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5S,8aS)-2-[(1-(tertbutoxycarbonyl)indol-3-yl)methyl]-2-(hydroxymethyl)-5-phenyl-1,5,6,8a-tetrahydro-3,7-dioxaindolizin-8(2H)-one(645396-54-9)
• EPA Substance Registry System: (2S,5S,8aS)-2-[(1-(tertbutoxycarbonyl)indol-3-yl)methyl]-2-(hydroxymethyl)-5-phenyl-1,5,6,8a-tetrahydro-3,7-dioxaindolizin-8(2H)-one(645396-54-9)

Safety Data

• Hazardous Substances Data: 645396-54-9(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 87438-91-3 ethyl 2-((1H-indol-3-yl)methyl)acrylate 
• 645396-51-6 2-[(indol-3-yl)methyl]prop-2-en-1-ol 
• 182316-18-3 (5S)-5,6-dihydro-5-phenyl-2H-1,4-oxazin-2-one-N-oxide 
• 645396-60-7 (2S,5S,8aS)-2-[(tert-butyl(dimethyl)silyloxy)methyl]-2-[(1-(tert-butoxycarbonyl)indol-3-yl)methyl]-2-(hydroxymethyl)-5-phenyl-1,5,6,8a-tetrahydro-3,7-dioxaindolizin-8(2H)-one 
• 645396-52-7 3-(2-hydroxymethyl-allyl)-indole-1-carboxylic acid tert-butyl ester 
• 645396-50-5 3-(2-ethoxycarbonyl-allyl)-indole-1-carboxylic acid tert-butyl ester 

Downstream Products

• 146142-94-1 (2S,4S)-2-((1H-indol-3-yl)methyl)-4-amino-2-hydroxypentane-1,5-dioic acid 

Relevant articles and documents

Stereoselective syntheses of 4-hydroxy 4-substituted glutamic acids

The 4-hydroxy 4-substituted glutamic acid moiety is a common substructure of biologically important natural products such as monatin [(2S,4S)-2], lycoperdic acid (3), and dysiherbaine (4). To develop methodology for syntheses of these natural products, cycloadditions of nitrone 5 with 2-substituted 2-propen-1-ols 6 and 2-substituted acrylates 8 were investigated. Reactions of nitrone 5 with alcohols 6 in the presence of MgBr2OEt2 gave cycloadducts 7 in a highly stereoselective manner, whereas noncatalyzed reactions of 5 with acrylates 8 afforded adducts 9. Using the former reaction, syntheses of monatin [(2S,4S)-2], monatin derivative 18, and lycoperdic acid (3) were accomplished. The C4-epimer of monatin [(2S,4R)-2)] was also synthesized by employing the latter cycloaddition.