58005-36-0

Basic information

• Product Name: Phosphonium, (1,3-benzodioxol-5-ylmethyl)triphenyl-, bromide
• CAS NO: 58005-36-0
• Molecular Formula: C26H22O2P.Br
• Molecular Weight: 477.337
• Mol File: 58005-36-0.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Phosphonium, (1,3-benzodioxol-5-ylmethyl)triphenyl-, bromide(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonium, (1,3-benzodioxol-5-ylmethyl)triphenyl-, bromide(58005-36-0)
• EPA Substance Registry System: Phosphonium, (1,3-benzodioxol-5-ylmethyl)triphenyl-, bromide(58005-36-0)

Safety Data

• Hazardous Substances Data: 58005-36-0(Hazardous Substances Data)

Upstream product

• 2606-51-1 3,4-Methylenedioxybenzyl bromide 
• 603-35-0 triphenylphosphine 
• 495-76-1 piperonol 
• 120-57-0 piperonal 

Downstream Products

• 108907-01-3 (E)-5-(3-methoxystyryl)benzo[d][1,3]dioxole 
• 6091-43-6 all-trans-5-(3,4-Methylendioxyphenyl)-2,4-pentadiensaeureethylester 
• 77669-23-9 (E)-2-(2-(benzo[d][1,3]dioxol-5-yl)vinyl)quinoline 
• 27951-92-4 2-(2-(benzo[d][1,3]dioxol-5-yl)vinyl)quinoline 
• 2030-55-9 (-)-zephyranthine 
• 1383713-49-2 5-(4-(4-methoxyphenyl)-3-methylbut-1-enyl)benzo[d][1,3]dioxole 
• 1383713-50-5 5-(4-(4-tert-butylphenyl)-3-methylbut-1-enyl)benzo[d][1,3]dioxole 
• 1383713-48-1 5-(4-(3-isopropylphenyl)pent-1-enyl)benzo[d][1,3]dioxole 
• 55038-30-7 (2E,4E,12E)-13-(benzo[d][1,3]dioxol-5-yl)-N-isobutyltrideca-2,4,12-trienamide 
• 62510-52-5 1-[1-oxo-9-(3,4-methylenedioxyphenyl)-8E-nonenyl]-pyrrolidine 
• 75022-26-3 10,11-dihydroretrofractamide B 
• 54794-74-0 retrofractamide B 
• 136-72-1 piperic acid 

Relevant articles and documents

Scalable total synthesis of horsfiequinone A

Starting from two commercially available substrates, methoxyhydroquinone and piperonyl alcohol, a scalable four-step total synthesis of horsfiequinone A was developed. The notable feature of the synthesis is the application of two continuous sequential transformations. Namely, the key aldehyde 9 and horsfiequinone A were prepared via scalable Wittig/hydrolysis and Wittig/catalytic hydrogenation/oxidation sequences, respectively. Importantly, the synthetic route required only three recrystallizations and one column chromatography purification step.

A concise and efficient synthesis of tetrahydroquinoline alkaloids using the phase transfer mediated Wittig olefination reaction

The present study describes the total synthesis of 1,2,3,4-tetrahydroquinoline alkaloids (±)-galipinine, (±)-cuspareine, (±)-galipeine and (±)-angustureine, in three steps and high yields (78%, 76%, 74%, and 66%, respectively) from common aldehyde and the ylide respectives. The key step of this approach is based on an unusual Wittig reaction by using the phase transfer medium (aq. NaOH/CH2Cl2 1:1 or t-BuOK/t-BuOH/CH2Cl2 1:1), affording olefinic intermediates in high yields.

Synthesis of combretastatin A4 analogues on steroidal framework and their anti-breast cancer activity

Combretastatin A4 analogues were synthesized on steroidal framework from gallic acid with a possibility of anti-breast cancer agents. Twenty two analogues were synthesized and evaluated for cytotoxicity against human breast cancer cell lines (MCF-7 & MDA-MB 231). The best analogue 22 showed potent antitubulin effect. Docking experiments also supported strong binding affinity of 22 to microtubule polymerase. In cell cycle analysis, 22 induced apoptosis in MCF-7 cells significantly. It was found to be non-toxic up to 300 mg/kg dose in Swiss albino mice in acute oral toxicity. This article is part of a Special Issue entitled "Synthesis and biological testing of steroid derivatives as inhibitors".