2,6-di(tert-butyl)-4-[[(3-hydroxypropyl)imino]methyl]phenol -Drug Synthesis Database

【结构式】

【分子编号】18523

【品名】2,6-di(tert-butyl)-4-[[(3-hydroxypropyl)imino]methyl]phenol

【CA登记号】

【分子式】C₁₈H₂₉NO₂

【分子量】291.4338

【元素组成】C 74.18% H 10.03% N 4.81% O 10.98%

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)

Aldehyde (I) was condensed with 3-aminopropanol (II) in refluxing benzene using a Dean-Stark trap to give imine (III) which, without purification, was in turn condensed with a-mercaptoacetic acid (IV) to afford thiazolidinone (V). Treatment of alcohol (V) with PBr3 gave bromide (VI). Then, reaction of (VI) with amine (VII) in the presence of K2CO3 in refluxing acetone produced the target compound.

参考文献中间体

合成目标

【1】 Kato, T.; Ozaki, T.; Tamura, K.; Suzuki, Y.; Akima, M.; Ohi, N.; Novel calcium antagonists with both calcium overload inhibition and antioxidant activity. 1. 2-(3,5-Di-tert-butyl-4-hydroxyphenyl)-3-(aminopropyl)thiazolidinones. J Med Chem 1998, 41, 22, 4309.

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)	14875	3,5-Bis(1,1-dimethylethyl)-4-hydroxybenzaldehyde; 3,5-di(tert-butyl)-4-hydroxybenzaldehyde; 3,5-Di-tert-butyl-4-hydroxybenzaldehyde	1620-98-0	C₁₅H₂₂O₂	详情	详情
(II)	18522	3-amino-1-propanol	156-87-6	C₃H₉NO	详情	详情
(III)	18523	2,6-di(tert-butyl)-4-[[(3-hydroxypropyl)imino]methyl]phenol		C₁₈H₂₉NO₂	详情	详情
(IV)	18524	2-sulfanylacetic acid	68-11-1	C₂H₄O₂S	详情	详情
(V)	18525	2-[3,5-di(tert-butyl)-4-hydroxyphenyl]-3-(3-hydroxypropyl)-1,3-thiazolidin-4-one		C₂₀H₃₁NO₃S	详情	详情
(VI)	18526	3-(3-bromopropyl)-2-[3,5-di(tert-butyl)-4-hydroxyphenyl]-1,3-thiazolidin-4-one		C₂₀H₃₀BrNO₂S	详情	详情
(VIII)	12561	2-(1,3-Benzodioxol-5-yloxy)-N-methyl-1-ethanamine; N-[2-(1,3-Benzodioxol-5-yloxy)ethyl]-N-methylamine		C₁₀H₁₃NO₃	详情	详情

Extended Information