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Usage

Uses

Used in the Suzuki Reaction:
2-(1,3-Dioxolan-2-yl)ethyltriphenylphosphonium bromide is used as a reagent in the Suzuki reaction for the formation of carbon-carbon bonds. Its phosphonium center facilitates the cross-coupling process, making it a valuable component in palladium-catalyzed reactions.
Used in Wittig Olefination:
In the Wittig olefination, 2-(1,3-dioxolan-2-yl)ethyltriphenylphosphonium bromide serves as a reactant to convert aldehydes and ketones into alkenes. Its unique structure contributes to the efficiency and selectivity of the olefination process.
Used in the Preparation of Ligands for Histamine Receptor Binding with H3/H4 Subtype Selectivity:
2-(1,3-Dioxolan-2-yl)ethyltriphenylphosphonium bromide is used as a building block in the synthesis of ligands targeting histamine receptors, specifically with H3 and H4 subtype selectivity. Its incorporation into ligand structures can enhance binding affinity and selectivity, which is crucial for the development of drugs with fewer side effects.
Used in the Preparation of Dual Inhibitors of Phosphodiesterase-4 and Serotonin Reuptake:
This phosphonium salt is utilized in the preparation of dual inhibitors that target both phosphodiesterase-4 and serotonin reuptake. Its presence in the molecular structure of these inhibitors can improve the therapeutic potential of drugs used in the treatment of various psychiatric and neurological disorders.
Used in Pharmaceutical Industry:
2-(1,3-Dioxolan-2-yl)ethyltriphenylphosphonium bromide is used as a synthetic intermediate for the development of new pharmaceuticals. Its unique properties and reactivity make it a valuable component in the synthesis of complex organic molecules with potential therapeutic applications.
Used in Chemical Research:
In the field of chemical research, 2-(1,3-dioxolan-2-yl)ethyltriphenylphosphonium bromide is used as a versatile reagent for exploring new reaction pathways and developing innovative synthetic methods. Its phosphonium center allows for unique interactions and transformations that can lead to the discovery of new chemical processes.

InChI:InChI=1/C23H24O2P.BrH/c1-4-10-20(11-5-1)26(21-12-6-2-7-13-21,22-14-8-3-9-15-22)19-16-23-24-17-18-25-23;/h1-15,23H,16-19H2;1H/q+1;/p-1

Upstream product

• 18742-02-4 2-bromo-2-(2-ethyl)dioxolane 
• 603-35-0 triphenylphosphine 

Downstream Products

• 124555-52-8 4-(2,5-dimethoxyphenyl)-3-butenal ethylene acetal 
• 406225-21-6 (Z)-4-(3-(1,3-dioxolan-2-yl)prop-1-enyl)-1-trityl-1H-imidazole 
• 667909-38-8 2-((E)-3-[1,3]Dioxolan-2-yl-propenyl)-benzoic acid methyl ester 
• 667909-36-6 4-((E)-3-[1,3]Dioxolan-2-yl-propenyl)-benzoic acid methyl ester 
• 866141-89-1 (2S,4R)-4-t-butyldimethylsilyloxy-2-[3-(1,3-dioxolan-2-yl)prop-1-en-1-yl]-1-(4-methylphenylsulfonyl)pyrrolidine 
• 413615-56-2 2-(3,3-diphenyl-allyl)-[1,3]dioxolane 
• 900780-39-4 (S)-benzyl-[(2Z)-4-(1,3-dioxolan-2-yl)-1-methylbut-2-en-1-yl]carbamate 
• 900780-49-6 (R)-benzyl-[(2Z)-4-(1,3-dioxolan-2-yl)-1-methylbut-2-en-1-yl]carbamate 
• 795308-10-0 (2S) 1-[(tert-butyldiphenylsilyl)oxy]-7-(1',3'-dioxolan-2'-yl)-5-methyl-3,5-heptadiene-2-ol 
• 795308-11-1 (2R/S,1'S)-1'-{[(tert-butyldiphenylsilyl)oxy]methyl}-6'-(1,3-dioxolan-2-yl)-4'-methyl-2',4'-hexadien-1'-yl 2-[(4-methoxybenzyl)oxy]-5-hexenoate 
• 195054-24-1 (Z)-4-[4-(1,3-dioxolan-2-yl)but-2-enyl]-1-(triphenylmethyl)-imidazole 
• 934666-11-2 phenylmethyl 3-[2-(1,3-dioxolan-2-yl)ethylidene]azetidine-1-carboxylate 
• 741269-56-7 benzyl (2S)-2-[3-(1,3-dioxolan-2-yl)-1-propenyl]pyrrolidine-1-carboxylate 
• 741269-11-4 benzyl 2-[3-(1,3-dioxolan-2-yl)-1-propenyl]pyrrolidine-1-carboxylate 

Relevant academic research and scientific papers

Stereoselective synthesis of 3-oxygenated-ds-dialkyl-2,5-substituted tetrahydrofurans from cyclohexadienediols

(Chemical Equation Presented) The 3-oxygenated-cis-dialkyl-2,5-substituted tetrahydrofuran system, present in several natural products, was prepared with good selectivity by acidic cyclization of 5-alkene-1,2,4-triol derivatives. The starting alkenol was

Oxazoline N-oxide-mediated [2 + 3] cycloadditions: Application to a total synthesis of the hypocholesterolemic agent 1233A

Oxetanone 1233A 1 has been synthesized in 22 steps and 3.43% overall yield from 3-methylglutaric anhydride. Asymmetric carbon at C7 was introduced by a diastereoselective esterification of 3-methylglutaric anhydride, whereas the two asymmetric carbons at C2' and C3' were controlled by an asymmetric [2 + 3] cycloaddition using camphor-derived oxazoline N-oxide as dipole.

SYNTHESIS OF A PHOTOSYNTHETIC MODEL COMPOUND WITH A LONG ALKYL CHAIN AND ITS INCORPORATION INTO BOVINE SERUM ALBUMIN

Quinone-linked porphyrin 1 having a long alkyl chain was synthesized and fixed it into bovine serum albumin (BSA) for getting the information about the effect of protein upon photosynthetic electron transfer.The complex of the reference compound 19 lacking quinone with BSA showed fluorescence, while BSA-1 did not fluoresce at all.

2-Hydroxy-4-(substituted) phenyl cycloalkanes and derivatives

Compounds having the formula STR1 R1 is hydrogen, benzyl or an ester moiety; Y is --CH(R2 ")CH(R2)-- or--CH(R3)CH2 --; R2 " is hydrogen or methyl; R2 is OH or X-substituted (C1-6)alkyl; R3 is OH, cyano or X-substituted (C1-3) alkyl; X is --OR6, --SR6, --S(O)R6, --S(O)2 R6, --NR6 R7, --COOR7, --CONR7 R8 or oxo; with the proviso that when X is --NR6 R7, --COOR7 or --CONR7 R8, said group is located on the terminal carbon atom of R2 or R3 ; R6 is hydrogen, (C1-6)alkyl or acetyl; each of R7 and R8 is hydrogen or (C1-6)alkyl; s is an integer of 1 or 2; with the proviso that when R6 is acetyl, R7 is hydrogen and X is other than S(O)R6 or S(O)2 R6 ; Z--W is alkyl, phenylalkyl or pyridylalkyl which can have an oxygen atom as part of the alkyl chain, and their use as CNS agents, antidiarrheals and antiemetics. Processes for their preparation and intermediates therefor are described.