acetic hexadecanoic anhydride -Drug Synthesis Database

【结构式】

【分子编号】39214

【品名】acetic hexadecanoic anhydride

【CA登记号】

【分子式】C₁₈H₃₄O₃

【分子量】298.46616

【元素组成】C 72.44% H 11.48% O 16.08%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(II)

This compound can be obtained in two different ways: 1) By condensation of 1-beta-D-arabinofuranosylcytosine (I) with palmitic anhydride (II) in hot dioxane. 2) By acylation of cytidine (III) with palmitic anhydride (II) in hot dioxane to yield N4-palmitoylcytidine (IV), which is then isomerized by treatment with POCl3 in ethyl acetate.

参考文献中间体

合成目标

【1】 Ishida, T.; et al.; JP 7626884 .
【2】 Ishida, T.; et al.; JP 7707974 .
【3】 Ishida, T.; et al.; JP 7632573 .
【4】 Akiyama, M.; et al.; The synthesis of new derivatives of 1-beta-D-arabinofuranosylcytosine. Chem Pharm Bull 1978, 26, 3, 981-984.
【5】 Ishida, T.; et al.; JP 7648679 .
【6】 Ishida, T.; et al. (Asahi Chemical Industry Co., Ltd.); N4-Acylarabinonucleosides. DE 2461862 .
【7】 Ishida, T.; et al. (Asahi Chemical Industry Co., Ltd.); N4-Acylarabinonucleosides and the preparation thereof. DE 2426304 .
【8】 Cabanillas, F.; Castaner, J.; Palmitoyl/Stearoyl Ara-C. Drugs Fut 1980, 5, 12, 617.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	32709	Cytarabine; Cytosine Beta-D-Arabinofuranoside; 4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2(1H)-pyrimidinone	147-94-4	C₉H₁₃N₃O₅	详情	详情
(II)	39214	acetic hexadecanoic anhydride		C₁₈H₃₄O₃	详情	详情
(III)	27920	Cytidine; 4-amino-1-((2S,3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one;4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2(1H)-pyrimidinone	65-46-3	C₉H₁₃N₃O₅	详情	详情
(IV)	27921	N-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2-oxo-1,2-dihydro-4-pyrimidinyl]hexadecanamide		C₂₅H₄₃N₃O₆	详情	详情

Extended Information