114899-80-8Relevant academic research and scientific papers
Ecteinascidins 729, 743, 745, 759A, 759B, and 770: Potent Antitumor Agents from the caribbean Tunicate Scteinascidia turbinata
Rinehart, Kenneth L.,Holt, Tom G.,Fregeau, Nancy L.,Stroh, Justin G.,Keifer, Paul A.,et al.
, p. 4512 - 4515 (1990)
Ecteinascidins 729, 743, 745, 759A, 759B and 770, tris(tetrahydroisoquinolines) with potent in vivo antitumor activity, have been isolated from the colonial tunicate Ecteinascidia turbinate, and their structures have been assigned.
PREPARATION METHOD FOR ECTEINASCIDIN COMPOUND AND INTERMEDIATE THEREOF
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, (2021/11/20)
The present invention provides a method for preparing an ecteinascidin compound and an intermediate thereof, and specifically provides a preparation method for a novel compound QT9, and a method of using QT9 to prepare an ecteinascidin compound. The method provided by the present invention has high reaction selectivity and high yield, the obtained compound is easy to purify, and defects in the prior art that multiple intermediates are oily substances, and the reaction selectivity is poor are solved. The method of the present invention is particularly applicable to industrial production.
IMPROVED PROCESS FOR THE PREPARATON OF PURE (1'R,6R,6aR,7R,13S,14S,16R)-5-(ACETYLOXY)-3',4',6,6a,7,13,14,16-OCTAHYDRO-6',8,14-TRIHYDROXY-7',9-DIMETHOXY-4,10,23-TRIMETHYLSPIRO[6,16-(EPITHIOPROPANOXYMETH ANO)-7,13-IMINO-12H-1,3-DIOXOLO[7,8]ISOQUINO[3,2-b][3]BENZAZOCINE-20,1'(2'H)-ISOQUINOLIN]-19-ONE POLYMORPH THERE OF
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, (2021/01/23)
The present invention provides pure (1'R,6R,6aR,7R,13S,14S,16R)-5-(acetyloxy)-3',4',6,6a,7,13,14,16-octahydro-6',8,14-trihydroxy-7',9-dimethoxy-4,10,23-trimethyl spiro[6,16-(epithiopropanoxymethano)-7,13-imino-12H-1,3-dioxolo[7,8]isoquino [3,2-b][3] benzazocine-20,1'(2'H)-isoquinolin]-19-one of formula (1) substantially free from one or more impurities selected from intermediate compound of formula (50), cyclic impurity of formula (A), deshydroxy impurity of formula (B) and hydroxy impurity of formula (C).
Preparation of natural product Trabectedin
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, (2019/07/04)
The invention provides a preparation method of a natural product Trabectedin, particularly an Et-743 preparation method, wherein tyrosine is used as a starting substrate, synthesis can be completed through a 26-step reaction, the raw materials and the reagents used in the synthetic route are relatively easy to obtain, the reaction conditions are relatively mild, and the method is suitable for large-scale preparation.
A Scalable Total Synthesis of the Antitumor Agents Et-743 and Lurbinectedin
He, Weiming,Zhang, Zhigao,Ma, Dawei
, p. 3972 - 3975 (2019/02/24)
An efficient and scalable approach is described for the total synthesis of the marine natural product Et-743 and its derivative lubinectedin, which are valuable antitumor compounds. The method delivers 1.6 % overall yield in 26 total steps from Cbz-protected (S)-tyrosine. It features the use of a common advanced intermediate to create the right and left parts of these compounds, and a light-mediated remote C?H bond activation to assemble a benzo[1,3]dioxole-containing intermediate.
A qu beiti decides intermediate and its preparation and use (by machine translation)
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, (2018/07/30)
The invention relates to a process for the preparation of the key intermediate compound fixed qu beiti A, and by compound D A method of preparing a compound, the method three-step reaction can be operated continuously, without a separate separation and purification, simple and convenient operation. The invention relates further to a process for making a compound E A reduction method and use, the method controllable, the operation is simple and stable yield. (by machine translation)
A Concise and Practical Semisynthesis of Ecteinascidin 743 and (–)-Jorumycin
Xu, Shanghu,Wang, Guan,Zhu, Jinjin,Shen, Chuang,Yang, Zhezhou,Yu, Jun,Li, Zhong,Lin, Tanghuan,Sun, Xun,Zhang, Fuli
, p. 975 - 983 (2017/02/15)
Ecteinascidin 743 is an antitumor drug used to treat specific soft-tissue sarcomas (STS). In this paper, we present a concise and practical semisynthesis of ecteinascidin 743 starting from safracin B. The strategy involves the direct conversion of an aliphatic amino group into an acetoxy group. By this approach, ecteinascidin 743 was synthesized in 14 steps and 1.5 % overall yield. The synthetic approach also provided access to other tetrahydroisoquinoline alkaloids, such as (–)-jorumycin (a promising anticancer candidate). (–)-Jorumycin was prepared in six steps and 24.1 % overall yield from safracin B.
Synthetic Process for the Manufacture of Ecteinascidin Compounds
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, (2013/03/28)
This invention relates to compounds of formula II: wherein R1, R2, ProtSH, and ProtNH are as defined, to processes for the synthesis of ecteinascidins of formula I from compounds of formula II, and to processes for the synthesis of compounds of formula II.
SYNTHETIC PROCESS FOR THE MANUFACTURE OF ECTEINASCIDIN COMPOUNDS
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, (2011/12/14)
This invention relates to compounds of formula II: wherein R1, R2, ProtSH, and ProtNH are as defined, to processes for the synthesis of ectainascidins of formula I from compounds of formula II, and to processes for the synthesis of compounds of formula II.
Chemistry of ecteinascidins. Part 3: Preparation of 2′-N-acyl derivatives of ecteinascidin 770 and evaluation of cytotoxicity
Saktrakulkla, Panithi,Toriumi, Satoru,Tsujimoto, Mitsuhiro,Patarapanich, Chamnan,Suwanborirux, Khanit,Saito, Naoki
experimental part, p. 4421 - 4436 (2011/09/19)
A three-step transformation of ecteinascidin 770 (1b) into 2′-N-indole-3-carbonyl derivative 3 via 18,6′-O-bisallyl-protected derivative 4a, which was shown to have higher cytotoxicity than 1b, is presented. In addition, a number of 2′-N amide derivatives
