144610-79-7

Upstream product

• 767-00-0 4-cyanophenol 
• 128836-20-4 tert-butyl (2R,3R)-2-[(tert-butyldimethylsiloxy)methyl]-3-hydroxypyrrolidine-1-carboxylate 
• 3262-72-4 (R)-N-tert-butoxycarbonyl serine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 90181-25-2 N-<(1,1-dimethylethoxy)carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyl>-D-serine 
• 128836-19-1 (R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-hydroxy-5-oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester 
• 153527-10-7 [(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester 
• 153527-11-8 (R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3,5-dioxo-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 123278-55-7 (4R,5S)-5-<(1,1-dimethylethyl)dimethylsilyl>oxymethyl-4-hydroxy-1-<(1,1-dimethylethoxy)carbonyl>-pyrrolidin-2-one 
• 216229-02-6 (2R,3S)-1-(tert-butoxycarbonyl)-2-[(tert-butyldimethylsilyloxy)methyl]-3-hydroxypyrrolidine 

Downstream Products

• 128836-22-6 pentafluorophenyl (2S,3S)-3-<4-<2-(N-(N-carbobenzoxy-(S)-isoleucyl)amino)-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>ethyl>phenoxy>-1-<(1,1-dimethylethoxy)carbonyl>prolinate 
• 144610-87-7 methyl (2S,3S)-3-<4-<2-(N-(N-carbobenzoxy-(S)-isoleucyl)amino)-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>ethyl>phenoxy>-1-<(1,1-dimethylethoxy)carbonyl>prolinate 
• 144610-88-8 (2S,3S)-3-<4-<2-(N-(N-carbobenzoxy-(S)-isoleucyl)amino)-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>ethyl>phenoxy>-1-<(1,1-dimethylethoxy)carbonyl>proline 
• 128836-21-5 methyl (2S,3S)-3-<4-<2-nitro-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>ethyl>phenoxy>-1-<(1,1-dimethylethoxy)carbonyl>prolinate 
• 144610-85-5 methyl (2S,3S)-3-<4-<2-amino-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>ethyl>phenoxy>-1-<(1,1-dimethylethoxy)carbonyl>prolinate 
• 144610-83-3 methyl (2S,3S)-3-<4-(2-nitro-1-hydroxyethyl)phenoxy>-1-<(1,1-dimethylethoxy)carbonyl>prolinate 
• 128854-38-6 methyl (2S,3S)-3-(4-cyanophenoxy)-1-<(1,1-dimethylethoxy)carbonyl>prolinate 
• 144610-77-5 methyl (2S,3S)-3-(4-formylphenoxy)-1-<(1,1-dimethylethoxy)carbonyl>prolinate 
• 144610-82-2 (2S,3S)-3-(4-cyanophenoxy)-1-<(1,1-dimethylethoxy)carbonyl>proline 
• 144610-81-1 (2S,3S)-3-(4-cyanophenoxy)-1-<(1,1-dimethylethoxy)carbonyl>prolinal 
• 144610-80-0 (2R,3S)-3-(4-cyanophenoxy)-2-(hydroxymethyl)-1-<(1,1-dimethylethoxy)carbonyl>pyrrolidine 

Relevant academic research and scientific papers

Comparative study of selected reagents for carboxyl activation

Twelve selected carboxyl activating reagents have been tested in the β-carbon homologation of D-serine, FDPP and BOP-Cl were the most successful reagents.

Total synthesis of (-)-nummularine F

The first total synthesis of the 14-membered para ansa cyclopeptide alkaloid (-)-nummularine F is reported. The pivotal transformations of the synthetic strategy are (1) a stereocontrolled approach for introducing the absolute stereochemistry at the α- an

Studies directed toward the total synthesis of 14-membered cyclopeptide alkaloids: Synthesis of a cyclic precursor to nummularine-F

A highly strained 14-membered para-ansa cyclopeptide, a potential precursor of the cyclopeptide alkaloid, nummularine-F, was made by cyclization of a pentafluorophenyl ester under catalytic hydrogenation conditions. This cyclization and the stereoselective synthesis of the acyclic activated ester from D-serine, are presented.