CAS: 50675-18-8; Tetrahydropyran-4-Carbaldehyde

该化合物是一种多用途的七环藻,其特点是四氢环,在4位置上有一个气态功能组,该化合物是有机合成中有价值的中间体,特别是在制药,农用化学品和精细化学品的制备中.其稳定的环醚结构增强了核生殖添加和凝聚反应的回活动,而形式型体组则为进一步发挥功能提供了方便的处理器.该化合物在普通有机溶剂中表现出良好的溶解性,便利其在多种反应条件下的使用.其明确界定的结构和一贯的纯度使它成为复杂的分子结构的可靠建筑块.

结构式图片

相似化合物

110238-91-0 5337-03-1 14774-37-9

欧盟法规

REACH注册ECHA物质C&L通报

上下游产品

1,6-dioxa-spiro[2.5]°Ctane (E)-3-Ureido-but-2-enoic acid ethyl ester tetrahydro-2H-pyran-4-carbonylchloride (tetrahydro-2H-pyran-4-yl)methanol2-amino-2-(oxan-4-yl)acetic acid rac-(tetrahydro-2H-pyran-4-yl)(phenyl)methanol tetrahydro-pyran-4-carbaldehyde semicarbazone tetrahydro-pyran-4-carbaldehyde-(2,4-dinitro-phenylhydrazone)

合成工艺路线路线简述

  • 合成目标产物 Tetrahydropyran-4-Carbaldehyde 主要起始原料 4-Cyanotetrahydro-4H-Pyran
  • (文献来源)合成步骤主要原料 4-Cyanotetrahydro-4H-Pyran
N,N-Dimethyltetrahydro-2H-Pyran-4-Carboxamide置于sodium Hydride,Sodium Iodide体系中,用 四氢呋喃 作为反应溶剂,以70%的收率获得产物4-醛基四氢吡喃
参考文献:氢化钠-碘化物复合物将n,N-二甲基羧酰胺还原为醛
标题:氢化钠-碘化物复合物将n,N-二甲基羧酰胺还原为醛
摘要:在温和的反应条件下,在碘化钠(nai)存在下,使用氢化钠(nah)建立了一种新的简洁的协议,用于将n,N-二甲基酰胺选择性还原为醛.具有nah-Nai复合材料的本协议不仅可以还原具有广泛取代基相容性的芳族和杂芳族化合物,而且还可以还原脂肪族n,N-二甲基酰胺.在减少α-对映体酰胺的过程中,保留了α-手性.氘化钠(nad)的使用为制备氘掺入率高的氘代醛提供了一种新的经济实惠的替代方法.nah-Nai复合材料具有独特的化学选择性,可减少n,N-二甲基酰胺比酮.
DOI:10.1002/hlca.201800049

海关参考信息

专利信息


专利号:EP-0454867-B1
优先权日:1989-11-17
标题:A METHOD FOR THE SYNTHESIS OF $g(a), $g(b)-UNSATURATED KETONES
发明人:TSUKASHIMA KEIICHI TAKAOKA PLA; NAKAJIMA MASASHI TAKAOKA PLANT; FUJIMARU MASAYOSHI TAKAOKA PLA; SUZUKI KENJI TAKAOKA PLANT
权利人:NIPPON SODA CO
摘要:The present invention relates to a method for the synthesis of alpha , beta -unsaturated ketones which comprises, in the method for the synthesis of alpha , beta -unsaturated ketones represented by general formula (I) (where R<1> is an aliphatic group with a side chain at the 1 position, an alicyclic group, a substituted alicyclic group, a heterocyclic group, a substituted heterocyclic group, a phenyl group or a substituted phenyl group), reacting aldehydes represented by general formula (II): R<1>CHO (where R<1> is as defined above) with alkali metal salt of acetoacetic acid represented by general formula (III) (where M<+> is an alkali metal ion), in the presence as a catalyst of 3-azabicyclo[3,2,2] nonane, a cyclic secondary amine represented by general formula (1) (where n is 3 or more and up to 5, m is 1 or more and up to 10, R<2> is an alkyl group having 1 to 10 carbon atoms and of straight chain or with side chains, an alkyl group substituted by alicyclic groups or phenyl groups, an alicyclic group which may be substituted by lower alkyl groups, or a phenyl group which may be substituted by lower alkyl groups, and an R<2> substitution position is at a carbon atom other than the two adjacent to N), a cyclic secondary amine represented by general formula (2) (where l is 1 or more and up to 6, a ring with N is a 6-membered, 7-membered or 8-membered ring, the two neighbors of N are methylene, R<3> is a lower alkyl group, its substitution position is at a carbon atom other than the two adjacent to N, and (a) is an alicyclic group or a phenyl group), or a secondary amine represented by general formula (3): CH3NHCH2R<4> (where R<4> is an aliphatic group having 5 to 17 carbon atoms and of straight chain or with side chains, an alicyclic group which may be substituted by lower alkyl groups, a phenyl group which may be substituted by lower alkyl groups, or an alkyl group substituted by phenyl groups), in a mixture solvent of water and water-insoluble organic solvent, while keeping the pH constant with mineral acid, and by adjusting the amount of water.

专利号:US-5484949-A
优先权日:1993-01-29
标题:Method for the synthesis of α β-unsaturated ketones
发明人:TSUKASHIMA KEIICHI; NAKAJIMA MASASHI; FUJIMARU MASAYOSHI; SUZUKI KENJI
权利人:NIPPON SODA CO
摘要:The present invention relates to a method for the synthesis of alpha , beta -unsaturated ketones which comprises, in the method for the synthesis of alpha , beta -unsaturated ketones represented by general formula reacting aldehydes represented by general formula R1CHO (where R1 is as defined above) with alkali metal salt of acetoacetic acid represented by general formula sence as a catalyst of 3-azabicyclo[3,2,2]nonane, a cyclic secondary amine represented by general formula (1) (1) a cyclic secondary amine represented by general formula (2) (2) (where, l is 1 or more and up to 6, a ring with N is a 6-membered, 7-membered or 8-membered ring, the two neighbors of N are methylene, R3 is a lower alkyl group, its substitution position is at a carbon atom other than two those adjacent to N, and is an alicyclic group or a phenol group), or a secondary amine represented by general formula (3) CH3NHCH2R4(3) in a mixuture solvent of water and water-insoluble organic solvent, while keeping the pH constant with mineral acid, and by adjusting an amount of water.

专利号:US-2025091989-A1
优先权日:2023-09-19
标 题 :Small molecule protein synthesis modulators
发明人:GYGI DAVID; BAHMANYAR SOGOLE SAMI; HAMANN LAWRENCE
权利人:INTERDICT BIO INC
摘要:The present disclosure provides compounds of the formulae herein (e.g., Formula (I)), and pharmaceutically acceptable salts thereof, which are useful for modulating protein synthesis (e.g., modulating synthesis of BCL-2, MYC, CCND1, MCL-1, ALK, KRAS-G12D). The present disclosure also provides pharmaceutical compositions and kits comprising the compounds, or pharmaceutically acceptable salts thereof, and methods of treating or preventing diseases or disorders (e.g., diseases or disorders associated with BCL-2, MYC, CCND1, MCL-1, ALK, KRAS-G12D) by administering to a subject in need thereof the compounds, or pharmaceutically acceptable salts thereof, or pharmaceutical compositions thereof.

专利号:US-5414097-A
优先权日:1991-12-13
标 题:Purification of esters of tetrahydro-pyran-4-carboxylic acid
发明人:FISCHER ROLF; GOETZ NORBERT; KUEKENHOEHNER THOMAS; RUST HARALD; SCHNURR WERNER
权利人:BASF AG
摘要:A process for purifying esters of tetrahydropyran-4-carboxylic acid of the formula I ##STR1## where R 1 to R 3 are each C 1 -C 4 -alkyl, and R 2 and R 3 are each additionally hydrogen, from mixtures produced in the reaction of butyrolactones of the formula II ##STR2## where R 2 and R 3 have the abovementioned meanings, and R 4 is hydrogen, alkyl of 1-6 carbons or acyl of the formula --CO--R 2 , with alcohols of the formula R 1 OH in the presence of oxide catalysts, by distillation, which entails n a) removing overhead, in a first column with 5-25 theoretical plates with a distillate pressure of 700-1100 mbar and a distillate temperature of 50°-80° C., an alcohol and up to 10% of the water, n b) transferring the bottom product from the first column into a second column with 18-40 theoretical plates, into which a water entrainer is metered between plates 15 and 30, and is circulated, and which operates with a distillate pressure of 35-350 mbar and a distillate temperature of 18°-70° C., with the esters of tetrahydropyran-4-carboxylic acid being removed between plates 8 and 18 at 90°-150° C., and, where appropriate, n c) feeding the bottom product from the second column into a third column with 5-25 theoretical plates, and returning the overhead products at a distillate pressure of 1-100 mbar and a distillate temperature of 90°-140° C. to the synthesis of the esters of tetrahydropyran-4-carboxylic acid.

专利号:US-7858809-B2
优先权日:2004-04-12
标题 :Process for production of pyrazole-fused ring derivatives
发明人:NEGI SHIGETO; SHIMIZU TOSHIKAZU; KURODA HIROSHI; SHIMOMURA NAOYUKI; SASHO MANABU; HOSHINO YORIHISA; KUBOTO MANABU
权利人:EISAI R&D MAN CO LTD
摘要:Intermediates useful for the synthesis of pyrazole-fused ring derivatives, such as 7-phenylpyrazolo [1,5-a]pyridine derivatives, and method for producing the same. Method for producing compound represented by the general formula (II), wherein Z 1 and Z 2 each independently represents a methine group or a nitrogen atom; R l represents an ethyl group or the like; R 5 represents a hydrogen atom or the like; R 2 and R 3 each independently represents a C 1-6 alkyl group or the like, salts thereof, or solvates of both, comprising the step of: reacting a compound represented by the general formula (I), wherein Z 1 , Z 2 , R 5 , R 1 , R 2 and R 3 each has the same definition as described above, with an organometallic reagent; and then reacting the resulting product with pentafluoroiodobenzene.

专利号:US-10226449-B2
优先权日:2013-12-20
标 题:Heterocyclic modulators of lipid synthesis and combinations thereof
发明人:HEUER TIMOTHY SEAN; OSLOB JOHAN D; MCDOWELL ROBERT S; JOHNSON RUSSELL; YANG HANBIAO; EVANCHIK MARC; ZAHARIA CRISTIANA A; CAI HAIYING; HU LILY W; DUKE GREGORY; OHOL-GUPTA YAMINI; O'FARRELL MARIE
权利人:3 V BIOSCIENCES INC
摘要:Heterocyclic modulators of lipid synthesis are provided as well as pharmaceutically acceptable salts thereof; pharmaceutical compositions comprising such compounds; and methods of treating conditions characterized by dysregulation of a fatty acid synthase pathway by the administration of such compounds and combinations of such compounds and other therapeutic agents.
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合成参考文献


摘要:Favre-R, Science of Synthesis: Knowledge Updates, (2024) 3, 274.
摘要:Das, A.; Ramkumar, N.; Veliks, J., Science of Synthesis: Modern Strategies in Organofluorine Chemistry, (2025) 2.
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