124456-35-5

Upstream product

• 76-83-5 trityl chloride 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 
• 80514-79-0 trans-N-trityl-4-hydroxy-L-proline 

Downstream Products

• 129430-96-2 cis-4-hydroxy-N-triphenylmethyl-L-proline amide 
• 129431-03-4 cis-4-hydroxy-N-triphenylmethyl-L-proline 
• 618-27-9 hydroxy L-proline 
• 129431-00-1 cis-4-hydroxy-L-proline methyl ester 4-toluenesulfonate 
• 129431-02-3 cis-4-hydroxy-L-prolinamide 4-toluenesulfonate 
• 129430-95-1 cis-4-hydroxy-O-(4-tolylsulfonyl)-N-triphenylmethyl-L-proline methyl ester 
• 129518-77-0 3-oxo-2-oxa-5-azoniabicyclo<2.2.1>heptane 4-toluenesulfonate 
• 129430-93-9 (2S,4S)-methyl 4-hydroxy-1-tritylpyrrolidine-2-carboxylate 

Relevant academic research and scientific papers

Synthesis and DNA-binding ability of C2R-fluoro substituted DC-81 and its dimers

C2R-Fluoro substituted DC-81 and its dimers have been synthesized that exhibit significant DNA-binding ability, particularly the five carbon alkane spacer compound (6c) showed the helix melting temperature (ΔTm) of 18.8 °C after incubation of 36 h at 37 °C.

Simple Synthesis of cis-4-Hydroxy-L-proline and Derivatives Suitable for Use as Intermediates in Peptide Synthesis

An intramolecular Mitsunobu reaction in the presence of triphenylphosphine - diethyl azodicarboxylate (TPP-DEAD) resulted in the conversion of trans-4-hydroxy-N-trityl-L-proline to 5-triphenylmethyl-2-oxa-5-aza-bicycloheptan-3-one.This bicyclic lactone proved to be a key intermediate in the synthesis of cis-4-hydroxy-L-proline and derivatives thereof.TPP-DEAD-catalysed methanolysis of the key lactone gave the methyl ester of cis-4-hydroxy-N-trityl-L-proline, while ammonolysis in isopropyl alcohol provided the corresponding amide. p-Toluene-sulfonic acid treatmen t of the lactone, ester and amide led to detritylation and formation of the corresponding p-toluenesulfonates.Saponification of the key intermediate provided cis-4-hydroxy-N-trityl-L-proline which was first benzylated and then elaborated to the 1-hydroxybenzotriazolyl ester.This last ester and the three p-tolenesulfonates preparared above were utilised for the incorporation of cis-4-hydroxy-L-proline in the synthesis of model peptides.