15-(4-iodophenyl)-1-pentadecanol -Drug Synthesis Database

【结构式】

【分子编号】28078

【品名】15-(4-iodophenyl)-1-pentadecanol

【CA登记号】

【分子式】C₂₁H₃₅IO

【分子量】430.41277

【元素组成】C 58.6% H 8.2% I 29.48% O 3.72%

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)

Iodophenylpentadecanoic acid (I) was reduced to the corresponding alcohol (II) with borane in THF and then converted to the tosylate (III). Treatment of 3-(benzyloxy)propanol (IV) with CBr4 and PPh3 afforded bromide (V). This was treated with Mg in THF and the resulting Grignard reagent was coupled with tosylate (III) in the presence of Li2CuCl4 to provide octadecyl benzyl ether (VI), which was cleaved to the aryl octadecanol (VII) using AlCl3 and anisole. Reaction of alcohol (VII) with phospholane (VIII), followed by condensation with trimethylamine then furnished the title compound.

参考文献中间体

合成目标

【1】 Weichert, J.P.; Rampy, M.A.; Counsell, R.E.; Longino, M.A.; Pinchuk, A.N. (University of Michigan); Radioiodinated phospholipid ether analogs and methods of using the same. WO 9824480 .

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)	28077	15-(4-iodophenyl)pentadecanoic acid		C₂₁H₃₃IO₂	详情	详情
(II)	28078	15-(4-iodophenyl)-1-pentadecanol		C₂₁H₃₅IO	详情	详情
(III)	28079	15-(4-iodophenyl)pentadecyl 4-methylbenzenesulfonate		C₂₈H₄₁IO₃S	详情	详情
(IV)	14687	3-(benzyloxy)-1-propanol; 3-(Benzyloxy)propanol	4799-68-2	C₁₀H₁₄O₂	详情	详情
(V)	28080	1-[(3-bromopropoxy)methyl]benzene		C₁₀H₁₃BrO	详情	详情
(VI)	28081	benzyl 18-(4-iodophenyl)octadecyl ether		C₃₁H₄₇IO	详情	详情
(VII)	28081	benzyl 18-(4-iodophenyl)octadecyl ether		C₃₁H₄₇IO	详情	详情
(VIII)	28082	18-(4-iodophenyl)-1-octadecanol		C₂₄H₄₁IO	详情	详情

Extended Information