95513-14-7

Upstream product

• 106-32-1 octanoic acid ethyl ester 
• 617-73-2 2-hydroxy-octanoic acid 
• 42512-94-7 α-Acetoxy-caprylsaeure-ethylester 
• 13495-04-0 sodium 1-hydroxyheptane-1-sulfonate 
• 28870-09-9 2-hydroxy-octanoic acid amide 
• 66471-52-1 2-hydroxyoctanenitrile 
• 126543-34-8 ((Z)-1-Ethoxy-oct-1-enyloxy)-trimethyl-silane 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 95513-13-6 benzyl 2-hydroxyoctanoate 

Downstream Products

• 95513-28-3 (2S)-cis-1-(phenylsulfonyl)-2-(1-<(phenylsulfonyl)oxy>butyl)-5-heptylpyrrolidine 
• 95513-21-6 (2S)-cis-1-benzyl-5-heptylproline tert-butyl ester 
• 95513-23-8 (2S)-trans-1-benzyl-5-heptylproline tert-butyl ester 
• 95513-29-4 (2S)-cis-5-butyl-2-heptyl-1-(phenylsulfonyl)pyrrolidine 
• 95513-54-5 1-((2S,5S)-1-Benzyl-5-heptyl-pyrrolidin-2-yl)-butan-1-one 
• 95513-24-9 (2S)-cis-1-benzyl-5-heptylproline 
• 95513-25-0 (2S)-cis-1-benzyl-2-(1-hydroxybutyl)-5-heptylpyrrolidine 
• 95587-06-7 (2R,5S)-1-Benzyl-5-heptyl-pyrrolidine-2-carbonitrile 
• 95513-33-0 (2S,5S)-1-Benzyl-5-heptyl-pyrrolidine-2-carbonitrile 
• 95513-16-9 (2S)-1-benzyl-5-(1-<(benzyloxy)carbonyl>heptylidene)proline tert-butyl ester 
• 95513-39-6 (5S)-1-benzyl-2-butyl-5-heptylproline tert-butyl ester 
• 95513-27-2 (2S)-cis-1-(phenylsulfonyl)-2-(1-hydroxybutyl)-5-heptylpyrrolidine 
• 95513-41-0 (5S)-1-benzyl-2-butyl-5-heptylproline 
• 95587-05-6 cis-2-heptyl-5-butylpyrrolidine 

Relevant academic research and scientific papers

Role of the hydrophobic moiety of tumor promoters. Synthesis and activity of 2-alkylated benzolactams

The size and position of a hydrophobic moiety on a benzolactam skeleton, which reproduces the active conformation and biological activity of teleocidins, play an important role in the appearance of the activity. Compounds with alkyl groups of various sizes and shapes at the 2-position of benzolactam were synthesized. Structure-activity results indicate that a hydrophobic substituent at the C-2 position plays a critical role in the appearance of biological activities, as in the case of substitution at C-9.

α-Amino Acids as Chiral Educts for Asymmetric Products. Chirospecific Syntheses of the 5-Butyl-2-heptylpyrrolidines from Glutamic Acid

Both enantiomers of trans-5-butyl-2-heptylpyrrolidine, an active and major component in the repellent venom of the ant Solenopsis fugax, have been synthesized with very high diastereomeric and optical purity from glutamic acid.Both enantiomers of the cis isomer also have been synthesized in an extension of our methodology to encompass the preparation of both cis and trans, optically pure, 2,5-disubstituted pyrrolidines and because of their potential entomological interest.Initially, a sulfide contraction process efficiently introduces the first side chain onto a pyroglutamate intermediate.Various strategies to elaborate the second side chain have been developed along with methods to control and establish the relative steroechemistry at C-2 and C-5 of the pyrrolidine ring with high selectivity. 2,5-Dialkyl-1-pyrrolidines, which also have been identified in the ant venom, can be prepared by these processes as well with specific absolute stereochemistry.