2157-20-2

Upstream product

• 79-10-7 acrylic acid 
• 77-47-4 hexachlorocyclopentadiene 
• 3389-71-7 1,2,3,4,7,7-hexachlorobicyclo[2.2.1]hepta-2,5-diene 
• 34181-71-0 (+/-)-1,4,5,6,7,7-hexachloro-norborn-5-ene-2endo-carboxylic acid methyl ester 
• 84772-80-5 methyl 1,4,5,6,7,7-hexachloro-8,9,10-trinorborn-5-ene-2-carboxylate 

Downstream Products

• 79-50-5 pantolactone 
• 113343-87-6 1,4,5,6,7,7-Hexachloro-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (4-butyl-phenyl)-amide 
• 113343-88-7 1,4,5,6,7,7-Hexachloro-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (4-methoxy-phenyl)-amide 
• 113363-67-0 (2,4-Dimethyl-phenyl)-(1,4,5,6,7,7-hexachloro-bicyclo[2.2.1]hept-5-en-2-yl)-methanone 
• 113343-86-5 1,4,5,6,7,7-Hexachloro-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid p-tolylamide 
• 113343-89-8 1,4,5,6,7,7-Hexachloro-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid benzylamide 
• 113343-82-1 (4-Ethyl-phenyl)-(1,4,5,6,7,7-hexachloro-bicyclo[2.2.1]hept-5-en-2-yl)-methanone 
• 113343-84-3 (4-Bromo-phenyl)-(1,4,5,6,7,7-hexachloro-bicyclo[2.2.1]hept-5-en-2-yl)-methanone 
• 113343-83-2 (4-Chloro-phenyl)-(1,4,5,6,7,7-hexachloro-bicyclo[2.2.1]hept-5-en-2-yl)-methanone 
• 113343-85-4 N-phenyl-1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene-5-carboxamide 
• 113363-66-9 (1,4,5,6,7,7-Hexachloro-bicyclo[2.2.1]hept-5-en-2-yl)-p-tolyl-methanone 
• 113343-90-1 1,4,5,6,7,7-Hexachloro-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid cyclohexylamide 
• 113343-98-9 1,4,5,6,7,7-Hexachloro-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 2-ethoxy-ethyl ester 
• 113343-81-0 5-benzoyl-1,2,3,4,7,7-hexachlorobicyclo<2.2.1>hept-2-ene 

Relevant academic research and scientific papers

Medicinal uses of phenylaikanols and derivatives

A compound of formula (I), a pharmaceutically acceptable derivative thereof, wherein Ph is a phenyl radical R1is H, OH, OC1-4alkyl, NO2; R2is OH, OC1-4alkyl, OC═OC1-4alkyl or OC═OPh where the Ph can be optionally substituted by halogen, C1-3alkyl or NO2; R1and R2along with the two carbon atoms of the phenyl ring to which they are attached can combine to form a 5 or 6 membered heterocyclic ring comprising 1 or 2 heteroatoms selected from O, S or N; R3is an optionally substituted hydroycarby radical; R4is H, CH3, OH or ═O; when R4is ═O, then the carbon to which R4is attached is not bonded to H; W is C(═O)—CH2, CH═CH—, CH2CO, CH(OH)—CH2, C(CH3)(OH)CH2, CH2CH(OH), CH2C(CH3)OH, CO, CHOH, C(CH3)(OH), CH2, CH2CH2; X is —CH—OH, C(CH3)OH, CH2, CH(CH3) or —C═O; Y is —CH—OH, C(CH3)OH, CH2, CH(CH3) or —C═O; provided that one of W, X or Y has an OH group.

Investigation of Readily Available Chiral Compounds for Preparative Scale Resolutions

Diastereoisomeric esters were formed by reaction of racemic carboxylic acids with the readily available hydroxy lactone derivatives, 2,3-O-isopropylidene-D(+)-ribono-1,4-lactone, D(-)-2-hydroxy-3,3-dimethylbutyro-1,4-lactone (D(-)-pantolactone) and 1,2-O-isopropylidene-(+)-a-D-glucofuranurono-6,3-lactone.In all cases separation of the diastereoisomeric esters was achieved by crystallization and/or chromatography.Purity of the diastereoisomers could be determined by h.p.l.c. or by 1H n.m.r.Hydrolysis under mild basic conditions followed by treatment with acid gave optically pure carboxylic acids.The facile separation by crystallization and/or chromatography of diastereoisomers prepared from racemic endo-1,4,5,6,7,7-hexachlorobicyclohept-5-ene-2-carboxylic acid suggested that the resolved acid may be useful as a resolving agent.This was shown by separation of diastereoisomers formed from the resolved acid and racemic 1-(3'-phenoxyphenyl)prop-2-yn-1-ol and racemic 1-cyano-1-(3'-phenoxyphenyl)methanol respectively.Optically pure 1-(3'-phenoxyphenyl)prop-2-yn-1-ol was obtained by hydrolysis of the separated diastereoisomers.

2,3-Isopropylidene ribonic acid, 1,4-lactones

Racemic carboxylic acids are resolved into their enantiomers using optically active enantiomers of four lactones as resolving agents. The four lactones are 2,3-isopropylidene-ribonic acid-1,4-lactone, 1,2-isopropylideneglucofuranurono-3,6-lactone, 2-hydroxy-3,3-dimethyl-1,4-butyrolactone and 3,4-isopropylidene-arabino-1,5-lactone. Novel diastereoisomeric esters of the acids with the lactones are disclosed.