782496-03-1

Basic information

• Product Name: (2S,5S)-N-(tert-butoxycarbonyl)-5[(tert-butyldiphenylsilyl)oxymethyl]-2-methoxypyrrolidine
• Synonyms: (2S,5S)-N-(tert-butoxycarbonyl)-5[(tert-butyldiphenylsilyl)oxymethyl]-2-methoxypyrrolidine
• CAS NO: 782496-03-1
• Molecular Weight: 469.696
• Mol File: 782496-03-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2S,5S)-N-(tert-butoxycarbonyl)-5[(tert-butyldiphenylsilyl)oxymethyl]-2-methoxypyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5S)-N-(tert-butoxycarbonyl)-5[(tert-butyldiphenylsilyl)oxymethyl]-2-methoxypyrrolidine(782496-03-1)
• EPA Substance Registry System: (2S,5S)-N-(tert-butoxycarbonyl)-5[(tert-butyldiphenylsilyl)oxymethyl]-2-methoxypyrrolidine(782496-03-1)

Safety Data

• Hazardous Substances Data: 782496-03-1(Hazardous Substances Data)

Upstream product

• 141293-28-9 N-(tert-butoxycarbonyl)-2-[(tert-butyldimethylsilyl)oxy]pyrrole 
• 81658-25-5 2-hydroxymethyl-5-oxopyrrolidine-1-carboxylic acid tert-butyl ester 
• 185303-86-0 N-(tert-butoxycarbonyl)-6,7-O-isopropylidene-2,3-dideoxy-L-arabinoheptono-1,4-lactam 
• 141393-87-5 4-<(tert-butoxycarbonyl)amino>-6,7-O-isopropylidene-2,3,4-trideoxy-L-arabino-hept-2-enonic acid 1,4-lactam 
• 185303-87-1 tert-butyl (S)-2-formyl-5-oxopyrrolidine-1-carboxylate 
• 138629-30-8 (S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate 
• 77-76-9 2,2-dimethoxy-propane 
• 192389-43-8 (5S)-1-(benzyloxycarbonyl)-5-[(tert-butyldiphenylsilyl)oxymethyl]-2-hydroxypyrrolidine 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 181705-70-4 (5S,2'S,5'S)-5-[1'-(tert-butoxycarbonyl)-5'-(tert-butyldiphenylsilyloxymethyl)pyrrolidin-2'-yl]-2(5H)-furanone 
• 244274-74-6 (3S,6R,7R,8R,8aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-6,7,8-tris-trimethylsilanyloxy-hexahydro-indolizin-5-one 
• 244274-75-7 (3S,6S,7S,8R,8aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-6,7,8-tris-trimethylsilanyloxy-octahydro-indolizine 
• 244274-70-2 (3R,4R,5R,2'S,5'S)-5-[1'-(tert-butoxycarbonyl)-5'-(tert-butyldiphenylsilyloxymethyl)pyrrolidin-2'-yl]-3,4-dihydroxytetrahydrofuran-2-one 
• 244274-69-9 (3S,8S,8aS)-3-(tert-butyldiphenylsilyloxymethyl)-8-(tert-butyldimethylsilyloxy)indolizidin-5-one 
• 244274-73-5 8-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-indolizine 
• 181705-84-0 2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-oxo-tetrahydro-furan-2-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 244274-71-3 (3S,6R,7R,8R,8aS)-3-(tert-butyldiphenylsilyloxymethyl)-6,7,8-trihydroxyindolizidin-5-one 
• 181705-72-6 (3S,8S,9R)-3-(tert-butyldiphenylsilanyloxymethyl)-8-hydroxyhexahydroindolizin-5-one 
• 181705-71-5 (5S,2'S,5'S)-5-[5'-(tert-butyldiphenylsilyloxymethyl)pyrrolidin-2'yl]-tetrahydrofuran-2-one 

Relevant articles and documents

Lewis acid assisted vinylogous Mannich and Mukaiyama aldol reactions: A route to densely hydroxylated indolizidine alkaloid analogues

The hydroxymethyl-substituted indolizidines 6 and 7, representative members of a ring-B-expanded alexine-australine subclass, are readily accessible by starting with furan-based silyloxydiene 12 and hydroxymethyl hemiaminal 11, through a synthesis sequence involving a scantily exploited vinylogous version of the Mannich reaction. The key iminium electrophilic acceptor 11 is, in turn, available through a vinylogous intermolecular Mukaiyama aldolization process between pyrrole-based silyloxydiene 8 and (S)- glyceraldehyde 9.