14580-93-9

Upstream product

• 14580-95-1 (3-hydroxypropyl)(triphenyl)phosphonium iodide 
• 75-21-8 oxirane 
• 19493-09-5 Methylenetriphenylphosphorane 
• 30698-18-1 bromure de benzoyloxy-3 propyltriphenylphosphonium 
• 51860-45-8 3-hydroxypropyltriphenylphosphonium bromide 
• 3607-17-8 3-bromopropyltriphenylphosphonium bromide 
• 603-35-0 triphenylphosphine 

Downstream Products

• 62047-96-5 4-(2-Methoxy-4-methyl-cyclohexa-1,4-dienyl)-pentan-1-ol 
• 14580-96-2 diphenyl(3-phenoxy-n-prop-1-yl)phosphine oxide 
• 14580-97-3 Methyl-(3-phenoxy-propyl)-phenyl-phosphinoxid 
• 770-36-5 4-phenylbuta-3-en-1-ol 
• 937-58-6 (3E)-4-phenyl-3-buten-1-ol 
• 20047-19-2 (Z)-4-phenylbut-3-en-1-ol 
• 10339-61-4 3-nonene-1-ol 
• 70250-74-7 (Z)-4-(4-fluorophenyl)but-3-en-1-ol 
• 7515-50-6 (E)-4-(4-fluorophenyl)but-3-en-1-ol 

Relevant academic research and scientific papers

Synthesis and in vitro pharmacological behavior of platinum(II) complexes containing 1,2-diamino-1-(4-fluorophenyl)-2-alkanol ligands

In continuation of our effort to optimize the pharmacological profile of [1,2-diamino-1,2-bis(4-fluorophenyl)ethane]dichloridoplatinum(II) complexes, we synthesized [1,2-diamino-1-(4-fluorophenyl)alkanol]dichloridoplatinum(II) analogs. The aim of this study was to evaluate the influence of hydroxyl groups at the C2 moiety on aqueous solubility, lipophilicity, cellular platinum accumulation, and cytotoxicity against MDA-MB-231, U-937, RAJI, and SC-1 cells as well as against cisplatin-sensitive and cisplatin-resistant A2780 and A2780cisR ovarian carcinoma cells. As expected, the OH groups improved the water solubility and decreased the lipophilicity of the neutral ligands, resulting in complexes with favorable pharmacokinetic properties. The cellular uptake of the compounds in MDA-MB-231 and U-937 cells proved to depend on the configuration and showed only a slight correlation with lipophilicity. The most active complexes were R,R/S,S configured, which points to a carrier-mediated mode of action. [threo-1,2-Diamino-1-(4-fluorophenyl)propan]dichloridoplatinum(II) and [threo-2,3-diamino-3-(4-fluorophenyl)propan-1-ol]dichloridoplatinum(II) possessed only low cross-resistance to cisplatin and were up to 10-fold more active in lymphoma cell lines.

A novel reaction of oxaphosphoranes leading to 7-membered cyclic vinylidene acetals

Reaction of oxaphosphoranes with paraformaldehyde yielded novel 7-membered cyclic vinylidene acetals in almost quantitative yield. Phosphonium betaines reacted with parformaldehyde to give new betaines, which further reacted with paraformaldehyde to afford olefins via Wittig reaction.

Phosphine Alkylenes, 50. - On the Structure of 2,2,2-Triphenyl-1,2-λ5-oxaphospholanes

2,2,2-Triphenyl-1,2-λ5-oxaphospholanes (5a-h) were synthesized from methylene-triphenylphosphorane (1, R=H) and suitable epoxides (2a-g).Oxaphospholane 5e was subjected to an X-ray structural analysis, which showed a five-membered ring-structure with a trigonal-bipyramidal coordinate phosphorus atom.One phenyl group and the ring oxygen atom are apical ligands at phosphorus.According to the NMR spectra, oxaphospholanes have a ring structure in nonpolar solvents, whereas in polar solvents there exists an equilibrium with an open-chain form.Key Words: Phosphorus, tetra- and pentacoordinate / Oxaphospholanes / Trigonal-bipyramidal structure / Eqquilibrium of ring and betain structure in polar solvent

ANOMALOUS STEREOCHEMISTRY IN THE WITTIG REACTION INDUCED BY NUCLEOPHILIC GROUPS IN THE PHOSPHONIUM YLIDE

Reaction of ylides from 3-9 with benzaldehyde show that carboxylate and oxido functionalities proximate to the ylide center promote anomalously high E stereoselectivity in alkene formation.Through the use of α-deuterated ylides 12-14, an internal "trans-selective Wittig" mechanism was ruled out as a principal source of exaggerated E alkene production.