Tris(2,2,2-trifluoroethyl)phosphite -Drug Synthesis Database

【结构式】

【分子编号】52499

【品名】Tris(2,2,2-trifluoroethyl)phosphite

【CA登记号】

【分子式】C₆H₆F₉O₃P

【分子量】328.0712308

【元素组成】C 21.97% H 1.84% F 52.12% O 14.63% P 9.44%

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)

Phosphonate (III) was prepared by the Michaelis-Arbuzov reaction by heating a mixture of 2-chloroethyl chloromethyl ether (I) and tris(2,2,2-trifluoroethyl)phosphite (II) at 160 C. The chloroethoxy derivative (III) was then converted to the corresponding iodide (IV) by treatment with NaI under Finkelstein reaction conditions. Alkylation of 2-amino-6-chloropurine (V) with iodide (IV) in the presence of DBU furnished the phosphonyl purine (VI). The 6-chloro group of (VI) was finally displaced with p-methoxythiophenol (VII) in hot DMF, yielding the target thioether.

参考文献中间体

合成目标

【1】 Ubasawa, M.; Kamiya, N.; Takashima, H.; Yuasa, S.; Ueda, N.; Sekiya, K. (Mitsubishi Chemical Corp.); Phosphonate nucleotide cpds.. EP 0785208; US 5840716 .

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)	36041	2-chloroethyl chloromethyl ether; 1-chloro-2-(chloromethoxy)ethane	1462-33-5	C₃H₆Cl₂O	详情	详情
(II)	52499	Tris(2,2,2-trifluoroethyl)phosphite		C₆H₆F₉O₃P	详情	详情
(III)	52500	bis(2,2,2-trifluoroethyl) [(2-chloroethyl)oxy]methylphosphonate		C₇H₁₀ClF₆O₄P	详情	详情
(IV)	52501	bis(2,2,2-trifluoroethyl) [(2-iodoethyl)oxy]methylphosphonate		C₇H₁₀F₆IO₄P	详情	详情
(V)	11644	6-Chloro-9H-purin-2-amine; 6-Chloro-9H-purin-2-ylamine; 2-Amino-6-chloropurine	10310-21-1	C₅H₄ClN₅	详情	详情
(VI)	52502	bis(2,2,2-trifluoroethyl) {[2-(2-amino-6-chloro-9H-purin-9-yl)ethyl]oxy}methylphosphonate		C₁₂H₁₃ClF₆N₅O₄P	详情	详情
(VII)	25639	4-methoxyphenylhydrosulfide; 4-methoxybenzenethiol	34320-82-6	C₇H₈OS	详情	详情

Extended Information