ChemicalBook CAS DataBase List Ketoconazole

Ketoconazole synthesis

7synthesis methods

Product Name:Ketoconazole
CAS Number:65277-42-1
Molecular formula:C26H28Cl2N4O4
Molecular Weight:531.43

Ketoconazole, cis-1-acetyl-4-[4-[2-(2,4-dichlorophenyl)-2-(1H-imidazole- 1-ylmethyl)-1,3-dioxolan-4-ylmethyl]phenyl]piperazine (35.2.4), is synthesized from 2,4-dichlorophenacyl bromide, the ketalization of which using glycerol gives cis-2-(2,4- dichlorophenyl)-2-bromoethyl-4-hydroxymethyl-1,3-dioxolane (35.2.1). Acylating the hydroxyl group of this compound with benzoyl chloride, and then alkylating the resulting compound with imidazole gives the derivative (35.2.2). Next, alkaline hydrolysis removes the benzoyl group, and a reaction with methanesulfonyl chloride gives a mesylate (35.2.3). Finally, alkylating the resulting 1-acetyl-4-(4-hydroxyphenyl)piperazine gives ketoconazole (35.2.4).

170210-42-1 Synthesis

Ketoconazole Impurity 9 (Ketoconazole Hydroxymethyl Impurity)

170210-42-1
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65277-42-1
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Yield:-

Steps:

Multi-step reaction with 2 steps
1: pyridine
2: NaH / dimethylsulfoxide / 0 - 80 °C

References:

Power, Eoin C.;Ganellin, C. Robin;Benton, David C.H. [Bioorganic and Medicinal Chemistry Letters,2006,vol. 16,# 4,p. 887 - 890]

56621-48-8 Synthesis

56621-48-8
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65277-42-1
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References

133345-21-8 Synthesis

133345-21-8
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65277-42-1
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References

541-73-1 Synthesis

541-73-1
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65277-42-1
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References

Piperazine, 1-acetyl-4-(4-hydroxyphenyl)-, cis- (9CI)

89929-31-7
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65277-42-1
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References

Ketoconazole Related Search:

1,4-Dioxane Acetylacetone Dichlorodiphenylsilane Acetyl chloride tert-Butyl carbamate cis-2,6-Dimethylpiperazine 4-(1-Acetylpiperazin-4-yl)phenol cis-1-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazine Ketoconazole Impurity 9 (Ketoconazole Hydroxymethyl Impurity) Ketoconazole Impurity 3

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Ketoconazole synthesis

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