181705-72-6

Basic information

• Product Name: (3S,8S,9R)-3-(tert-butyldiphenylsilanyloxymethyl)-8-hydroxyhexahydroindolizin-5-one
• Synonyms: (3S,8S,9R)-3-(tert-butyldiphenylsilanyloxymethyl)-8-hydroxyhexahydroindolizin-5-one
• CAS NO: 181705-72-6
• Molecular Weight: 423.627
• Mol File: 181705-72-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (3S,8S,9R)-3-(tert-butyldiphenylsilanyloxymethyl)-8-hydroxyhexahydroindolizin-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,8S,9R)-3-(tert-butyldiphenylsilanyloxymethyl)-8-hydroxyhexahydroindolizin-5-one(181705-72-6)
• EPA Substance Registry System: (3S,8S,9R)-3-(tert-butyldiphenylsilanyloxymethyl)-8-hydroxyhexahydroindolizin-5-one(181705-72-6)

Safety Data

• Hazardous Substances Data: 181705-72-6(Hazardous Substances Data)

Upstream product

• 612819-91-7 (3S,9S)-5-oxo-1,2,3,5,6,8a-hexahydroindolizine-3-carboxylic acid 
• 612819-90-6 (3S,9S)-5-oxo-1,2,3,5,6,8a-hexahydroindolizine-3-carboxylic acid methyl ester 
• 98-79-3 L-Pyroglutamic acid 
• 161424-44-8 <2S-trans-(Z)>-5-Propenyl-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) 2-methyl diester 
• 192389-43-8 (5S)-1-(benzyloxycarbonyl)-5-[(tert-butyldiphenylsilyl)oxymethyl]-2-hydroxypyrrolidine 
• 138629-30-8 (S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 181705-71-5 (5S,2'S,5'S)-5-[5'-(tert-butyldiphenylsilyloxymethyl)pyrrolidin-2'yl]-tetrahydrofuran-2-one 
• 612819-89-3 (2S,5S)-1-but-3-enoyl-5-cis-propenylpyrrolidine-2-carboxylic acid methyl ester 
• 782496-03-1 (2S,5S)-N-(tert-butoxycarbonyl)-5[(tert-butyldiphenylsilyl)oxymethyl]-2-methoxypyrrolidine 
• 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 
• 181705-70-4 (5S,2'S,5'S)-5-[1'-(tert-butoxycarbonyl)-5'-(tert-butyldiphenylsilyloxymethyl)pyrrolidin-2'-yl]-2(5H)-furanone 

Downstream Products

• 181705-73-7 (3S,8aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-hexahydro-indolizine-5,8-dione 
• 267661-31-4 Acetic acid (3S,6R,8aS)-6-benzyl-3-hydroxymethyl-5-oxo-octahydro-indolizin-6-yl ester 
• 267661-35-8 Acetic acid (3S,6S,8S,8aS)-6-benzyl-3-formyl-8-methoxy-5-oxo-octahydro-indolizin-6-yl ester 
• 267661-14-3 (3S,6R,8aS)-6-Acetoxy-6-benzyl-5-oxo-octahydro-indolizine-3-carboxylic acid 
• 267661-15-4 Acetic acid (3S,6S,8S,8aS)-6-benzyl-3-hydroxymethyl-8-methoxy-5-oxo-octahydro-indolizin-6-yl ester 
• 267661-36-9 (3S,6S,8S,8aS)-6-Acetoxy-6-benzyl-8-methoxy-5-oxo-octahydro-indolizine-3-carboxylic acid 
• 267661-41-6 (3S,6S,8aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-6-hydroxy-6-methyl-hexahydro-indolizin-5-one 
• 267661-40-5 (3S,6S,8S,8aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-6,8-dihydroxy-6-methyl-hexahydro-indolizin-5-one 
• 267661-42-7 Acetic acid (3S,6S,8aS)-3-(tert-butyl-diphenyl-silanyloxymethyl)-6-methyl-5-oxo-octahydro-indolizin-6-yl ester 
• 267661-30-3 (3S,6R,8aS)-6-Benzyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-6-hydroxy-hexahydro-indolizin-5-one 
• 267661-29-0 (3S,6S,8S,8aS)-6-Benzyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-6,8-dihydroxy-hexahydro-indolizin-5-one 
• 267661-45-0 [1-Amino-1-(4-{[((3S,6S,8aS)-6-hydroxy-6-methyl-5-oxo-octahydro-indolizine-3-carbonyl)-amino]-methyl}-phenyl)-meth-(Z)-ylidene]-carbamic acid benzyl ester 
• 267661-39-2 (3S,6S,8S,8aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-6-methyl-hexahydro-indolizin-5-one 
• 267661-13-2 Acetic acid (3S,6R,8aS)-6-benzyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-5-oxo-octahydro-indolizin-6-yl ester 

Relevant articles and documents

Synthesis of diversely functionalized indolizidinones and related bicyclic lactams using intramolecular Grubbs olefin metathesis and Dieckmann condensation

Bicyclic 1-aza-2-oxo ring systems with versatile functionality were synthesized from the Grubbs olefin metathesis of appropriate olefinic precursors, starting with L-pyroglutamic acid. The carbocyclization products were further functionalized utilizing th

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.