1-nitrosopentane -Drug Synthesis Database

【结构式】

【分子编号】20827

【品名】1-nitrosopentane

【CA登记号】

【分子式】C₅H₁₁NO

【分子量】101.14848

【元素组成】C 59.37% H 10.96% N 13.85% O 15.82%

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：(A)

The reaction of guanosine-2',3',5'-triacetate (I) with amyl nitrite and bromoform at 90 C gives 2-bromoinosine-2',3',5'-triacetate (II), which is condensed with aniline (III) in refluxing methanol to afford N-phenylguanosine-2',3',5'-triacetate (IV). The reaction of (IV) with POCl3 and N,N-dimethylaniline in refluxing acetonitrile gives 6-chloro-N-phenyl-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-9H-purine-2-amine (V), which is finally treated with ammonia in methanol to give CV-1808.

参考文献中间体

合成目标

【1】 Trivedi, B.K.; Studies toward synthesis of C2-substituted adenosines: An efficient synthesis of 2-(phenylamino)adenosine [CV-1808]. Nucleosides Nucleotides 1988, 7, 3, 393.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(A)	20827	1-nitrosopentane		C₅H₁₁NO	详情	详情
(I)	20822	4-(acetoxy)-2-[(acetoxy)methyl]-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydro-3-furanyl acetate		C₁₆H₁₉N₅O₈	详情	详情
(II)	20823	4-(acetoxy)-2-[(acetoxy)methyl]-5-(2-bromo-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydro-3-furanyl acetate		C₁₆H₁₇BrN₄O₈	详情	详情
(III)	12294	Aniline; Phenylamine	62-53-3	C₆H₇N	详情	详情
(IV)	20825	4-(acetoxy)-2-[(acetoxy)methyl]-5-(2-anilino-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydro-3-furanyl acetate		C₂₂H₂₃N₅O₈	详情	详情
(V)	20826	4-(acetoxy)-2-[(acetoxy)methyl]-5-(2-anilino-6-chloro-9H-purin-9-yl)tetrahydro-3-furanyl acetate		C₂₂H₂₂ClN₅O₇	详情	详情

Extended Information