CAS: 2975-46-4; 3-(Trimethylsilyl)-2-Propynal

该化合物是有机化合物,其独特结构包括一个丙烯功能组和一个三甲基硅基组,该化合物一般没有色素,可粉色黄色液,以其挥发性和反应性闻名,特别是在有机合成中.三甲基硅基的出现增强了其在有机溶剂中的稳定性和溶解性,使其在各种化学反应中有用,包括核生殖添加和作为合成路径的保护组. 3-三甲基硅基可参与典型的 aldehydes反应,如氧化和凝聚,并常常用于合成更复杂的有机分子.其处理需要标准的安全防范措施,因为其潜在的反应性和易燃成分的存在.

结构式图片

相似化合物

16205-84-8 5683-31-8 42201-71-8

欧盟法规

ECHA物质C&L通报

上下游产品

三甲硅基丙炔醇 3-Trimethylsilyl-2-Propyn-1-Ol 5272-36-6

合成工艺路线路线简述

  • 合成目标产物 3-Trimethylsilylpropynal 主要起始原料 Trimethylsilylacetylene
  • (文献来源)合成步骤主要原料 Trimethylsilylacetylene
📜丙炔氧基三甲基硅烷置于正丁基锂,Pyridinium Chlorochromate体系中,用 四氢呋喃,二氯甲烷 用作溶剂,化学反应 5.0H,反应生成3-三甲基甲硅烷基丙炔醛
参考文献:Asymmetric Synthesis Of The C3-C8Fragment Of Leucotrienes And Analogues
标题:Asymmetric Synthesis Of The C3-C8Fragment Of Leucotrienes And Analogues
摘要:利用手性亚磺酰酯的羟醛型缩合反应,实现了白三烯c3-C8片段及其类似物的非对称合成.具体而言,从(3S)-3-叔丁基二甲基硅氧基-1-(2-甲氧基乙氧基甲氧基)-5-三甲基硅基-4-戊炔出发,制备了相应的甲基(2Z,4S)-己烯酸酯,甲基(4R)-己酸酯,(2Z,4S)-和(2E,4S)-2-己烯醛衍生物.在此次研究过程中制备的几种分子被证实为合成多种天然产物的重要中间体.
Doi:10.1055/s-1991-26622

海关参考信息

专利信息


专利号:US-5840961-A
优先权日:1996-07-12
标 题:Asymmetric synthesis of chiral beta-amiNo acids
发明人:BEHLING JAMES RICHARD; BOYS MARK LAURENCE; CAIN-JANICKI KIMBERLY JO; COLSON PIERRE-JEAN; DOUBLEDAY WENDEL WILLIAM; DURAN JOSEPH EDWARD; FARID PAYMAN N; KNABLE CARL MATTHEW; MUELLNER FRANK WALTER; NUGENT SEAN THOMAS; TOPGI RAVINDRA S
权利人:SEARLE & CO
摘要:The invention herein is directed to a process for the preparation of ethyl 3S-amino-4-pentynoate which involves treating 3-(trimethylsilyl)-2-propynal with L-phenylglycinol in toluene to produce αS- 3-(trimethylsilyl)-2-propynylidene amino!benzenethanol; reacting αS- 3-(trimethylsilyl)-2-propynylidene!amino!benzenethanol with BrZnCH 2 CO 2 t-Bu in THF/NMP to produce 1,1-dimethylethyl 3S- (2-hydroxy-1S-phenylethyl)amino!-5-(trimethylsilyl)-4-pentynoate; reacting the 1,1-dimethylethyl 3S- (2-hydroxy-1S-phenylethyl)amino!-5-(trimethylsilyl)-4-pentynoate with sodium periodate to form 1,1-dimethylethyl 3S- (phenylmethylene)amino!-5-(trimethylsilyl)-4-pentynoate; hydrolyzing 1,1-dimethylethyl 3S- (phenylmethylene)amino!-5-(trimethylsilyl)-4-pentynoate to produce 1,1-dimethylethyl 3S-amino-5-(trimethylsilyl)-4-pentynoate; transesterifying 1,1-dimethyl 3S-amino-5-(trimethylsilyl)-4-pentynoate and desilylating to produce ethyl 3S-amino-4-pentynoate.

专利号:US-2003096374-A1
优先权日:1999-01-27
标题:Synthesis of oligoketides

专利号:US-10287225-B2
优先权日:2015-05-13
标 题:Chain multiyne compound, preparation method and application thereof
发明人:XIA HAIPING; ZHUO QINGDE; LIN JIANFENG; ZHOU XIAOXI; CHEN ZHIXIN; SHAO YIFAN; ZHANG HONG; HE XUMIN
权利人:UNIV XIAMEN
摘要:The present invention relates to fields of organic chemistry and organometallic chemistry. The present invention discloses a chain multiyne compound, a preparation method thereof and an application in synthesizing a fused-ring metallacyclic compound. A structure of the chain multiyne compound in the present invention is shown as Formula I below. The present invention also provides a preparation method of the chain multiyne compound and an application thereof in a synthesis of a fused-ring metallacyclic compound. The chain multiyne compound disclosed in the present invention has multiple functional groups and the structure of the chain multiyne compound is adjustable. The chain multiyne compound can also be used to synthesize the fused-ring metallacyclic compound efficiently. The preparation method of the chain multiyne compound disclosed in the present invention is simple, which can be used to prepare the chain multiyne compound rapidly and efficiently.

专利号:WO-0044717-A2
优先权日:1999-01-27
标 题 :Synthesis of oligoketides

专利号:ZA-976138-B
优先权日:1996-07-12
标 题 :Asymmetric synthesis of chiral beta-amino acids

专利号:WO-9802410-A1
优先权日:1996-07-12
标题 :Asymetric synthesis of chiral beta-amino acids

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献

参考标题:Access To Polysubstituted (Furyl)Methylthioethers Via A Base-Promoted S-H Insertion Reaction Of Conjugated Enynones
作者:Wanqing Wu,Yang Chen,Meng Li,Weigao Hu,Xuemin Lin |发布日期:2019.11.15
摘要:Diverse Functionalized (2-Furyl)Methylthioether Derivatives Via Base-Promoted S-H Insertion Of Conjugated Enynones With Thiophenols Or Thiols Has Been Developed. This Reaction Features Readily Available Starting Materials, High Atom Economy, Broad Substrate Scope, And Versatile Operation. Moreover, The Synthetic Utility Of This Method Has Been Demonstrated By The Efficient Synthesis Of The Cnkspr1 Inhibitor

合成参考文献


摘要:Aguilar, E.; López, L. A., Science of Synthesis Knowledge Updates, (2014) 2, 116.
摘要:Saikawa, Y.; Nakata, M., Science of Synthesis Knowledge Updates, (2018) 3, 369.
摘要:Zhang, Z.; Tong, R., Science of Synthesis Knowledge Updates, (2019) 2, 374.
摘要:Liu, L.; Wang, D.; Li, C.-J., Science of Synthesis: Stereoselective Synthesis, (2011) 2, 585.
摘要:Chemla, F.; Pérez-Luna, A., Science of Synthesis, (2020) , 295.
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