2-(hexadecyloxy)-1,3,2-dioxaphospholane -Drug Synthesis Database

【结构式】

【分子编号】41261

【品名】2-(hexadecyloxy)-1,3,2-dioxaphospholane

【CA登记号】

【分子式】C₁₈H₃₇O₃P

【分子量】332.463742

【元素组成】C 65.03% H 11.22% O 14.44% P 9.32%

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：(III)

The reaction of hexadecanol (I) with the cyclic chlorophosphate ester (II) and DIEA in dichloromethane gives the cyclic hexadecyl phosphate (III), which is brominated with Br2 in the same solvent to yield the mixed 2-bromoethyl hexadecyl bromophosphate ester (IV). Finally this compound is condensed with trimethylamine in acetonitrile/isopropanol/chloroform to furnish the target phosphorylcholine ester.

参考文献中间体

合成目标

【1】 Bittman, R.; Lohmeyer, M.; Antitumor ether lipids and alkylphosphocholines. Drugs Fut 1994, 19, 11, 1021.
【2】 Reddy, K.C.; Byun, H.S.; Bittman, R.; Antitumor ether lipids: An improved synthesis of ilmofosine and an enantioselective synthesis of an ilmofosine analog. Tetrahedron Lett 1994, 35, 17, 2679.

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)	23090	1-hexadecanol	36653-82-4	C₁₆H₃₄O	详情	详情
(II)	41260	2-chloro-1,3,2-dioxaphospholane	822-39-9	C₂H₄ClO₂P	详情	详情
(III)	41261	2-(hexadecyloxy)-1,3,2-dioxaphospholane		C₁₈H₃₇O₃P	详情	详情
(IV)	41262			C₁₈H₃₇Br₂O₃P	详情	详情

Extended Information