181705-70-4

Upstream product

• 61550-02-5 (furan-2-yloxy)-trimethylsilane 
• 192389-29-0 (2S,5S/R)-N-tert-butoxycarbonyl-2-(tert-butyldiphenylsilyloxy)methyl-5-methoxy-pyrrolidine 
• 141293-28-9 N-(tert-butoxycarbonyl)-2-[(tert-butyldimethylsilyl)oxy]pyrrole 
• 81658-25-5 2-hydroxymethyl-5-oxopyrrolidine-1-carboxylic acid tert-butyl ester 
• 192389-43-8 (5S)-1-(benzyloxycarbonyl)-5-[(tert-butyldiphenylsilyl)oxymethyl]-2-hydroxypyrrolidine 
• 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 
• 121896-38-6 2-tert-butyldimethylsilyloxyfuran 
• 782496-03-1 (2S,5S)-N-(tert-butoxycarbonyl)-5[(tert-butyldiphenylsilyl)oxymethyl]-2-methoxypyrrolidine 

Downstream Products

• 181705-84-0 2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-oxo-tetrahydro-furan-2-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 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 
• 244274-71-3 (3S,6R,7R,8R,8aS)-3-(tert-butyldiphenylsilyloxymethyl)-6,7,8-trihydroxyindolizidin-5-one 
• 244274-73-5 8-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-indolizine 
• 244274-69-9 (3S,8S,8aS)-3-(tert-butyldiphenylsilyloxymethyl)-8-(tert-butyldimethylsilyloxy)indolizidin-5-one 
• 244274-75-7 (3S,6S,7S,8R,8aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-6,7,8-tris-trimethylsilanyloxy-octahydro-indolizine 
• 244274-74-6 (3S,6R,7R,8R,8aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-6,7,8-tris-trimethylsilanyloxy-hexahydro-indolizin-5-one 
• 267661-37-0 Acetic acid (3S,6S,8S,8aS)-3-(4-{amino-[(Z)-benzyloxycarbonylimino]-methyl}-benzylcarbamoyl)-6-benzyl-8-methoxy-5-oxo-octahydro-indolizin-6-yl ester 
• 267661-12-1 (3S,6S,8S,8aS)-6-Benzyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-6-hydroxy-8-(4-methoxy-benzyloxy)-hexahydro-indolizin-5-one 
• 267661-33-6 Acetic acid (3S,6R,8aS)-3-(4-{amino-[(Z)-benzyloxycarbonylimino]-methyl}-benzylcarbamoyl)-6-benzyl-5-oxo-octahydro-indolizin-6-yl ester 
• 267661-38-1 [1-Amino-1-(4-{[((3S,6S,8S,8aS)-6-benzyl-6-hydroxy-8-methoxy-5-oxo-octahydro-indolizine-3-carbonyl)-amino]-methyl}-phenyl)-meth-(Z)-ylidene]-carbamic acid benzyl ester 
• 267661-34-7 [1-Amino-1-(4-{[((3S,6R,8aS)-6-benzyl-6-hydroxy-5-oxo-octahydro-indolizine-3-carbonyl)-amino]-methyl}-phenyl)-meth-(Z)-ylidene]-carbamic acid benzyl ester 
• 267661-11-0 (3S,6S,8S,8aS)-6-Benzyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-hexahydro-indolizin-5-one 
• 267661-17-6 (3S,6S,8S,8aS)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-6-hydroxy-8-(4-methoxy-benzyloxy)-6-methyl-hexahydro-indolizin-5-one 

Relevant academic research and scientific papers

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.

A versatile synthesis of a β-turn peptidomimetic scaffold: An approach towards a designed model antagonist of the tachykinin NK-2 receptor

A general and stereocontrolled synthesis of an azabicyclo[4.3.0]nonane amino acid template with an appended substitutent at C-5 was developed. The approach allows for stereochemical and functional variations that extend the utility of these rigid amino acid motifs as peptidomimetics. The synthesis of a weakly active but specific NK-2 receptor antagonist is described.