CAS: 5438-36-8; 4-Hydroxy-3-Iodo-5-Methoxybenzaldehyde

该化合物是香林的卤化衍生物,其特点是在芳香环的5个位置上替代碘原子,这一修改增强了其在有机合成中作为多用途中间体的效用,特别是在制药,农用化学品和特殊化学品的制作方面.碘酸盐引入了不同的回作用,使诸如铃木-宫浦或松冈竹草交配等选择性交叉反应得以实现.其晶体形式和明确界定的结构有利于研究和工业过程的精确应用. 5-Iodovanillin因其稳定性,高纯度和与各种反应条件的兼容性而备受重视,使其成为复杂的分子框架的可靠基石.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

N-iodo-benzamidineN-iodo-benzamidine vanillin 4-hydroxy-3-iodo-5-methoxybenzyl alcohol 2-iodo-4-hydroxy-3-methoxybenzaldehyde 2-iodo-6-methoxy-4-methoxymethyl-phenol 5-hydroxyvanillin 3,4-dimethoxy-5-iodobenzaldehyde 4-hydroxy-3-iodo-5-methoxy-benzaldehyde-oxime

合成工艺路线路线简述

  • 合成目标产物 5-Iodovanillin 主要起始原料 Vanillin
  • (文献来源)合成步骤主要原料 Vanillin
📜香草醛置于盐酸,一氯化碘体系中,化学反应 73.0H,以80%的收率获得产物5-碘香兰素
参考文献:Design,Synthesis And Cytotoxic Activity Evaluation Of New Aminosubstituted Benzofurans
标题:Design,Synthesis And Cytotoxic Activity Evaluation Of New Aminosubstituted Benzofurans
摘要:我们制备了一些新的氨基取代苯并呋喃类似物,并研究了它们对五种人类肿瘤细胞系(mcf-7,Skbr3,Skov3,Hct-116 和 Hela)的细胞毒性/细胞抑制活性.某些化合物显示出明显的肿瘤细胞生长抑制作用,表明可能存在结构-活性关系.
DOI:10.2174/15734064113096660049

海关参考信息

专利信息


专利号:US-5175302-A
优先权日:1987-07-13
标 题 :Nucleophilic fluoroalkylation of aldehydes
发明人:STAHLY G PATRICK
权利人:ETHYL CORP
摘要:Aryl difluoromethyl sulfone adds to aldehydes under phase transfer conditions to give novel substituted alcohols of the general formula n n RCH(OH)CF.sub.2 SO.sub.2 Ar (I) n n wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.

专利号:US-4837327-A
优先权日:1987-07-13
标 题 :Process for nucleophilic fluoroalkylation of aldehydes
发明人:STAHLY G PATRICK
权利人:ETHYL CORP
摘要:Aryl difluoromethyl sulfone adds to alkehydes under phase transfer conditions to give novel substituted alcohols of the general formula n n RCH(OH)CF.sub.2 SO.sub.2 Ar (I) n n wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.

专利号:US-4999429-A
优先权日:1989-01-09
标 题 :Process for the preparation of α,α,β-1-trifluoro-1-olefinic derivatives
发明人:STAHLY G PATRICK
权利人:ETHYL CORP
摘要:Aryl difluoromethyl sulfone adds to aldehydes under phase transfer conditions to give novel substituted alcohols of the general formula n n RCH(OH)CF.sub.2 SO.sub.2 Ar (I) n n wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.

专利号:US-7507851-B2
优先权日:2003-09-24
标 题 :Halocombstatins and methods of synthesis thereof
发明人:PETTIT GEORGE R; MINARDI MATHEW D; ROSENBERG HEIDI J
权利人:ARIZONA BOARD OF REGENTS A STA
摘要:The invention relates to novel compounds denominated halocombstatins. The halocombstatins are derivatives of combretastatin A-3, and include compounds that exhibit cancer growth cell inhibition against a panel of human cancer cell lines and the murine P388 leukemia, as well as activity as inhibitors of tubulin polymerization and inhibitors of the binding of colchicine to tubulin.

专利号:US-6403814-B1
优先权日:1998-10-16
标 题 :Method for synthesizing diaryl-substituted heterocyclic compounds, including tetrahydrofurans
发明人:RAO ALLA VENKATA RAMA; CHORGHADE MUKUND S; ISLAM AMIN UL; RAO VEMURI VENKATA KIRAN; PRASAD ANEGONDI SREENIVASA; RAO BATCHU VENKATESWARA; REDDY RANGA; REDDY LALATA KRISHNAKANTH; SHAILAJA KOTAKONDA; GURJAR MUKUND KESHAO; MHASKAR SUNIL VYANKATESH
权利人:MILLENNIUM PHARM INC
摘要:A method is provided for synthesizing diaryl-substituted heterocyclic compounds, particularly 2,5-diaryl-substituted tetrahydrofurans and tetrahydrothiophenes. Methods for synthesizing starting materials and intermediates are provided as well. An important application of the invention is in the synthesis of CMI-392, (±)trans-2-[5-N'-methyl-N'-hydroxyureidyl-methyl)3-methoxy-4-p-chlorophenylthioethoxyphenyl]-5-(3,4,5-trimethoxyphenyl)-tetrahydrofuran, a highly effective agent in treating inflammatory and immune disorders. The invention also encompasses novel compounds useful as starting materials and intermediates in the synthetic processes disclosed.

专利号:US-2002128491-A1
优先权日:1999-10-15
标题 :Method for synthesizing diaryl-substituted heterocyclic compounds, including tetrahydrofurans
发明人:RAO ALLA VENKATA RAMA; CHORGHADE MUKUND S; ISLAM AMIN UL; RAO VEMURI VENKATA KIRAN; PRASAD ANEGONDI SREENIVASA; RAO BATCHU VENKATESWARA; REDDY RANGA; REDDY LALATA KRISHNAKANTH; SHAILAJA KOTAKONDA; GURJAR MUKUND KESHAO; MHASKAR SUNIL VYANKATESH
摘要:A method is provided for synthesizing diaryl-substituted heterocyclic compounds, particularly 2,5-diaryl-substituted tetrahydrofurans and tetrahydrothiophenes. Methods for synthesizing starting materials and intermediates are provided as well. An important application of the invention is in the synthesis of CMI-392, (±) trans-2-[5-(N′-methyl-N′-hydroxyureidyl-methyl)-3-methoxy-4-p-chlorophenylthioethoxyphenyl]-5-(3,4,5-trimethoxyphenyl)-tetrahydrofuran, a highly effective agent in treating inflammatory and immune disorders. The invention also encompasses novel compounds useful as starting materials and intermediates in the synthetic processes disclosed.

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合成参考文献


摘要:Kwiecień, H., Science of Synthesis Knowledge Updates, (2014) 4, 68.
摘要:Dong, X.; Liu , H., Science of Synthesis Knowledge Updates, (2019) 3, .
摘要:Virieux, D.; Ayad, T.; Pirat, J.-L.; Volle, J.-N., Science of Synthesis Knowledge Updates, (2018) 1, 268.
摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
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