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Bexarotene synthesis
- Product Name:Bexarotene
- CAS Number:153559-49-0
- Molecular formula:C24H28O2
- Molecular Weight:348.48
Wagner, Carl E.; Jurutka, Peter W.; Marshall, Pamela A.; Groy, Thomas L.; van der Vaart, Arjan; Ziller, Joseph W.; Furmick, Julie K.; Graeber, Mark E.; Matro, Erik; Miguel, Belinda V.; Tran, Ivy T.; Kwon, Jungeun; Tedeschi, Jamie N.; Moosavi, Shahram; Danishyar, Amina; Philp, Joshua S.; Khamees, Reina O.; Jackson, Jevon N.; Grupe, Darci K.; Badshah, Syed L.; Hart, Justin W. Modeling, Synthesis and Biological Evaluation of Potential Retinoid X Receptor (RXR) Selective Agonists: Novel Analogues of 4-[1-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)ethynyl]benzoic Acid (Bexarotene). Journal of Medicinal Chemistry. Division of Mathematical and Natural Sciences, New College of Interdisciplinary Arts and Sciences. Arizona State University. Glendale, USA 85306. Volume 52. Issue 19. Pages 5950-5966. 2009
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110-03-2
354 suppliers
$6.00/25g
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153559-49-0
287 suppliers
$25.00/5mg
Yield:-
Steps:
Multi-step reaction with 7 steps
1: HCl conc. / 3 h / 20 °C
2: 99 percent / AlCl3 / CH2Cl2 / 20 °C
3: 85 percent / Br2; AlCl3 / CH2Cl2
4: n-BuLi / tetrahydrofuran; hexane / 3 h / -78 - 20 °C
5: 2.38 g / aq. HCl / tetrahydrofuran / 2 h / 20 °C
6: 88 percent / Pd(OAc)2; P(o-Tol)3; Et3N / dimethylformamide / 2 h / 50 °C
7: H2O
References:
Faul;Ratz;Sullivan;Trankle;Winneroski [Journal of Organic Chemistry,2001,vol. 66,# 17,p. 5772 - 5782]
![Benzoic acid, 4-[1-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)ethenyl]-, methyl ester](/CAS2/GIF/153559-48-9.gif)
153559-48-9
62 suppliers
$57.00/100mg
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153559-49-0
287 suppliers
$25.00/5mg
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6683-48-3
151 suppliers
$8.00/1g
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153559-49-0
287 suppliers
$25.00/5mg
![Methyl 4-[(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)carbonyl]benzoate](/CAS/GIF/153559-45-6.gif)
153559-45-6
76 suppliers
$145.00/100mg
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153559-49-0
287 suppliers
$25.00/5mg
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6223-78-5
130 suppliers
$9.00/5g
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153559-49-0
287 suppliers
$25.00/5mg