2-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]acrylaldehyde -Drug Synthesis Database

【结构式】

【分子编号】42414

【品名】2-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]acrylaldehyde

【CA登记号】

【分子式】C₉H₁₄O₃

【分子量】170.20836

【元素组成】C 63.51% H 8.29% O 28.2%

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：(LIV)

Synthesis of intermediate (LV): The reaction of epoxide (LI) with 2-bromopropenal diethylacetal (LII) by means of BuLi and CuI gives the adduct (LIII), which is treated with TsOH and acetone yielding the aldehydic acetonide (LIV). Finally, this compound is reduced with NaBH4, chlorinated with N-chlorosuccinimide (NCS) and condensed with Bu3Sn-Li in THF to afford the desired stannane intermediate (LV).

参考文献中间体

合成目标

【1】 Hayward, M.M.; et al.; Total synthesis of altohyrtin A (spongistatin 1): Part 2. Angew Chem. Int Ed Engl 1998, 37, 1-2, 192.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(LI)	42416	tert-butyl(dimethyl)[(2S)oxiranylmethoxy]silane; tert-butyl(dimethyl)silyl (2S)oxiranylmethyl ether	123237-62-7	C₉H₂₀O₂Si	详情	详情
(LII)	42412	2-bromo-1-ethoxy-2-propenyl ethyl ether; 2-bromo-3,3-diethoxy-1-propene	17592-40-4	C₇H₁₃BrO₂	详情	详情
(LIII)	42413	(2S)-1-[[tert-butyl(dimethyl)silyl]oxy]-4-(diethoxymethyl)-4-penten-2-ol		C₁₆H₃₄O₄Si	详情	详情
(LIV)	42414	2-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]acrylaldehyde		C₉H₁₄O₃	详情	详情
(LV)	42415	tributyl(2-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]-2-propenyl)stannane		C₂₁H₄₂O₂Sn	详情	详情

Extended Information