208585-72-2

Upstream product

• 208586-08-7 ethyl 2-methoxy-6-pentylbenzoate 
• 183621-71-8 2-Methoxy-6-pentyl-benzoic acid 
• 81625-30-1 2-(ethoxycarbonyl)-3-methoxybenzyl chloride 
• 110202-78-3 (2-ethoxycarbonyl-3-methoxybenzyl)triphenylphosphonium chloride 
• 208585-70-0 (S)-3-(4-Methoxy-benzylsulfanyl)-2-(2-methoxy-6-pentyl-benzoylamino)-propionic acid methyl ester 

Downstream Products

• 208585-76-6 (S)-2-(2-Hydroxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide 
• 208586-04-3 (S)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-6-pentyl-phenyl]-4,5-dihydro-thiazole-4-carboxylic acid methoxy-methyl-amide 
• 208586-00-9 (S)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-6-pentyl-phenyl]-4,5-dihydro-thiazole-4-carbaldehyde 
• 183621-74-1 2-(2-Hydroxy-6-pentyl-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid 

Relevant academic research and scientific papers

Synthetic studies of thiazoline and thiazolidine-containing natural products - 1. Phosphorus pentachloride-mediated thiazoline construction reaction

Phosphorus pentachloride effectively mediates the cyclization of N- acylcysteamine derivatives giving rise to thiazoline rings. Using this method, sterically hindered thiazoline analogs could be constructed and thus segment A (the left half) of micacocidin, a unique antimycoplasma antibiotic, was synthesized efficiently.

Total synthesis of the antimycoplasma antibiotic micacocidin

A total synthesis of the antimycoplasma antibiotic micacocidin (1) is described. Construction of sterically hindered thiazoline 12 was achieved by a phosphorus pentachloride-mediated cyclization reaction of S-protected aryloylcysteine 11, and compound 1 with desired chirality at C-10 was favorably obtain from diastereomeric mixture 30 through formation of the Zn complex 31.