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Structure of 153559-45-6

Chemical Structure| 153559-45-6

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Product Details of [ 153559-45-6 ]

CAS No. :153559-45-6
Formula : C24H28O3
M.W : 364.48
SMILES Code : O=C(OC)C1=CC=C(C(C2=C(C)C=C3C(C)(C)CCC(C)(C)C3=C2)=O)C=C1
MDL No. :MFCD12828199
InChI Key :DYVLPJYIGJZAKF-UHFFFAOYSA-N
Pubchem ID :11726298

Safety of [ 153559-45-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 153559-45-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 153559-45-6 ]
  • Downstream synthetic route of [ 153559-45-6 ]

[ 153559-45-6 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 1779-49-3 ]
  • [ 153559-45-6 ]
  • [ 153559-48-9 ]
YieldReaction ConditionsOperation in experiment
66% With sodium amide In tetrahydrofuran Rectangular plates of compound 35 were found suitable for X-ray diffraction, and a study was conducted. To complete the synthesis of bexarotene, the Friedel-Crafts acylation of 35, by crude mono-methyl-terephthaloyl chloride (36), gave ketone (37) which was converted to alkene ester(38) by a Wittig reaction, and ester 38 was saponified by potassium hydroxide followed by acidification with aqueous hydrochloric acid to give bexarotene (39) (Scheme 2).
References: [1] Journal of Medicinal Chemistry, 2009, vol. 52, # 19, p. 5950 - 5966.
[2] Patent: WO2011/103321, 2011, A1, . Location in patent: Page/Page column 19.
[3] Journal of Medicinal Chemistry, 1994, vol. 37, # 18, p. 2930 - 2941.
[4] Journal of Labelled Compounds and Radiopharmaceuticals, 1995, vol. 36, # 7, p. 701 - 712.
[5] Journal of Medicinal Chemistry, 1995, vol. 38, # 17, p. 3368 - 3383.
  • 2
  • [ 1779-49-3 ]
  • [ 153559-45-6 ]
  • [ 1349659-53-5 ]
  • [ 1349659-55-7 ]
  • [ 1349659-56-8 ]
  • [ 1349659-57-9 ]
  • [ 153559-48-9 ]
References: [1] Patent: WO2011/141928, 2011, A1, . Location in patent: Page/Page column 19.
 

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