73697-60-6

Upstream product

• 65706-95-8 Aethyl-5-brom-4-hydroxyvalerat 
• 1968-40-7 ethyl 4-pentenoate 
• 141-78-6 ethyl acetate 
• 106-89-8 epichlorohydrin 
• 591-80-0 pent-4-enoic acid 

Downstream Products

• 73697-53-7 4-hydroxytrimethylommoniopentanoate 
• 32780-06-6 (5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran 
• 52813-63-5 (5R)-2,3,4,5-tetrahydro-5-hydroxymethyl-2-furanone 
• 128969-94-8 (S)-ethyl 3-(oxiran-2-yl)propanoate 
• 136576-78-8 Ethyl (R)-(+)-4,5-epoxypentanoate 
• 564484-66-8 1-allyl-5-hydroxy-piperidin-2-one 
• 871329-38-3 ethyl 4-hydroxy-5-(4-methoxyphenyl)pentanoate 
• 24962-83-2 (±)-5-(4-methoxybenzyl)dihydrofuran-2(3H)-one 
• 564484-67-9 1-allyl-piperidine-2,5-dione 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 539-88-8 4-oxopentanoic acid ethyl ester 
• 108-29-2 5-methyl-dihydro-furan-2-one 
• 1372559-44-8 ethyl 4-hydroxy-7-(3-methoxyphenyl)hept-6-ynoate 
• 1372559-47-1 (Z)-2-(3-(3-methoxyphenyl)allyl)-2,3-dihydrofuran 

Relevant academic research and scientific papers

Regio- and chemoselective rearrangement of terminal epoxides into methyl alkyl and aryl ketones

The development of the highly active pincer-type rhodium catalyst 2 for the nucleophilic Meinwald rearrangement of functionalised terminal epoxides into methyl ketones under mild conditions is presented. An excellent regio- and chemoselectivity is obtained for the first time for aryl oxiranes.

A process for manufacturing a δ - e lactone method (by machine translation)

The invention provides a method for manufacturing δ - e lactone of the new method. The method comprises: 1) type (I) acetic acid alkyl esters with epichlorohydrin undergo nucleophilic substitution reaction, of formula (III) 4, 5 - epoxy valeric acid alkyl ester; 2) step 1) of formula (III) of 4, 5 - epoxy valeric acid alkyl ester hydrogenation reaction of formula (IV) 5 - hydroxy valeric acid alkyl ester; 3) steps 2) of formula (IV) of the 5 - hydroxy valeric acid alkyl ester generate the cyclization reaction generating δ - e lactone. The method of the invention total reaction yield up to 95% or more. The method the raw material is cheap, small pollution to the environment, mild reaction conditions, low cost, high yield of products to be easily purified, is suitable for industrial production. (by machine translation)

A practical one-pot radical-ionic sequence for the preparation of epoxides: Application to the synthesis of unnatural polyhydroxylated alkaloids

An efficient one-pot sequence for the preparation of epoxides from α-iodoesters or α-iodonitriles and allylic alcohols is described. This sequence is based on the use of iodine atom transfer reaction onto allylic alcohols followed by a ring closing epoxidation reaction of the halohydrin intermediates. The feasibility of this sequence is showcased in the synthesis of the perhydroaza-azulene, an unnatural analog of castanospermine.

Synthesis of pyridine fused polycyclic amines using sequential ring-closing metathesis and radical cyclisation reactions

The syntheses of novel pyridine fused polycyclic bridgehead amines are described using sequential ring-closing metathesis (RCM) and 5-exo-trig intramolecular radical cyclisation reactions. Critical to the success of the two sequential steps were the RCM catalyst and/or the nature of the nitrogen atom.

The conversion of racemic terminal epoxides into either (+)- or (-)-diol γ- and δ-lactones

The conversion of racemic terminal epoxides into either (+)- or (-)-diol γ-and δ-lactones was described with hydrolytic kinetic resolution (HKR). The optically active epoxide and diol were isolated together from the reaction mixture by bulb-to-bulb distillation. The HKR of racemic terminal epoxides gave active epoxides and diols which were converted into the corresponding lactones.

Piperazine, piperidine and tetrahydropyridine derivatives

A class of N-substituted piperazine, piperidine and tetrahydropyridine derivatives, linked by a fluoro-substituted alkylene chain to a fused bicyclic heteroaromatic moiety such as indolyl, and further substituted at the 4-position by an optionally substit

Piperazine, piperidine and tetrahydropyridine derivative of indol-3-alkyl as 5-HT1D-α agonists

Compounds of formula (I), or a salt or prodrug thereof, wherein Z represents an optionally substituted five-membered heteroaromatic ring selected from furan, thiophene, pyrrole, oxazole, thiazole, isoxazole, isothiazole, imidazole, pyrazole, oxadiazole, thiadiazole, triazole and tetrazole; E represents a chemical bond or a straight or branched alkylene chain containing from 1 to 4 carbon atoms; Q represents a straight or branched alkylene chain containing from 1 to 6 carbon atoms, optionally substituted in any position by a hydroxy group; T represents nitrogen or CH; U represents nitrogen or C--R2 ; V represents oxygen, sulphur or N--R3 ; --F--G-- represents --CH2--N--, --CH2--CH-- or --CH=C--; R1 represents C3-6 alkenyl, C3-6 alkynyl, aryl(C1-6)alkyl or heteroaryl(C1-6)alkyl, any of which groups may be optionally substituted; and R2 and R3 independently represent hydrogen or C1-6 alkyl are selective agonists of 5-HT1D receptors, being potent agonists of the human 5-HT1Dalpha receptor subtype, while possessing at least a 10-fold selective affinity for the 5-HT1Dalpha receptor subtype, relative to the 5-HT1Dbeta subtype; they are therefore useful in the treatment and/or prevention of clinical conditions, in particular migraine and associated disorders, for which a subtype-selective agonist of 5-HT1D receptors is indicated, while eliciting fewer side-effects, notably adverse cardiovascular events, than those associated with non-subtype-selective 5-HT1D receptor agonists.

A simple one-pot preparation of (Z)-cyclopropanes from γ,δ-ketoalkenes using KOH/DMSO intramolecular alkylation conditions

Sequential treatment of λ,δ-ketoalkenes with aqueous NBS in DMSO and KOH as solid provides (Z)-cyclopropanes in good overall yields with a diastereoselective excess>;99%.

Synthesis of Carnitine Homologues. Reactions of Tertiary Amines with Epoxy Esters

A series of new carnitine homologues, 4-hydroxy-5-(trialkylammonio)pentanoates (2) and 5-hydroxy-6-(trialkylammonio)hexanoates (3), has been synthesized.The key step in this synthesis was the reaction of an epoxy ester with a tertiary amine to effect epoxide opening and hydrolysis in one step.The generality of this reaction is discussed, and the synthetic approach to 2 and 3 is compared to previously published routes to carnitine and its analogues.Attempts to apply the new reaction scheme to carnitine itself are described.