Journal ArticleDOI
A short synthesis of 5-methoxy-2,2-dimethyl-2 H -1-benzopyran-6-propanoic acid methyl ester
Geneive E Henry,Helen Jacobs +1 more
TLDR
In this article, a 2.5-Methoxy-2,2-dimethyl-2H-1-benzopyran-6-propanoic acid methyl ester was prepared in five steps and approximately 20% overall yield from 2,4-dihydroxybenzaldehyde.About:
This article is published in Tetrahedron.The article was published on 2001-06-18. It has received 27 citations till now. The article focuses on the topics: Dimethyl malonate & Propanoic acid.read more
Citations
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Design, Synthesis, and Biological Evaluation of Novel Deguelin-Based Heat Shock Protein 90 (HSP90) Inhibitors Targeting Proliferation and Angiogenesis
Dong Jo Chang,Hongchan An,Kyoung Suk Kim,Hyunho Kim,Jinkyung Jung,Jung Min Lee,Nam-Jung Kim,Young Taek Han,Hwayoung Yun,Sujin Lee,Geumwoo Lee,Seungbeom Lee,Ju Sung Lee,Jong Ho Cha,Ji Hyeon Park,Ji Won Park,Su Chan Lee,Sang Geon Kim,Jeong Hun Kim,Ho-Young Lee,Kyu-Won Kim,Young-Ger Suh +21 more
TL;DR: A structure-activity relationship (SAR) of deguelin is established and a series of novel and potent HSP90 inhibitors are identified, including analogues 54 and 69, the B- and C-ring-truncated compounds, which exhibited excellent antiproliferative activities in the H1299 cell line, respectively, and antiangiogenic activities in zebrafish embryos in a dose dependent manner.
Journal ArticleDOI
Efficient and general method for the synthesis of benzopyrans by ethylenediamine diacetate-catalyzed reactions of resorcinols with α,β-unsaturated aldehydes. One step synthesis of biologically active (±)-confluentin and (±)-daurichromenic acid
TL;DR: In this paper, an efficient and general synthesis of benzopyrans was achieved by ethylenediamine diacetate-catalyzed reactions of resorcinols with α,β-unsaturated aldehydes in moderated yields.
Journal ArticleDOI
Total Synthesis of the Highly Potent Anti-HIV Natural Product Daurichromenic Acid along with Its Two Chromane Derivatives, Rhododaurichromanic Acids A and B
TL;DR: The highly potent anti-HIV natural product daurichromenic acid was successfully synthesized in only five steps with 49% overall yield.
Journal ArticleDOI
Design and in Vitro Activities of N-Alkyl-N-[(8-R-2,2-dimethyl-2H-chromen-6-yl)methyl]heteroarylsulfonamides, Novel, Small-Molecule Hypoxia Inducible Factor-1 Pathway Inhibitors and Anticancer Agents
Jiyoung Mun,Adnan A. Jabbar,Narra S. Devi,Shaoman Yin,Yingzhe Wang,Chalet Tan,Deborah G. Culver,James P. Snyder,Erwin G. Van Meir,Mark M. Goodman +9 more
TL;DR: The synthesis of 12 N-alkyl-N-[(8-R-2,2-dimethyl-2H-chromen-6-yl)methyl]heteroarylsulfonamides, designed to possess optimal lipophilicities and aqueous solubilities by in silico calculations, which had limited impact on drug efficacy as the compounds retained IC(50) values at or below 5 μM in the authors' HIF-dependent reporter assay.
Journal ArticleDOI
Alkyne Carbonyl Metathesis As a Means To Make 4-Acyl Chromenes: Syntheses of (±)-Deguelin and (±)-Munduserone
Maloy Nayak,Ikyon Kim +1 more
TL;DR: A highly convergent synthetic approach to rotenoid natural products is described, successful pairing of two building blocks for Sonogashira cross-coupling and intramolecular alkyne carbonyl metathesis allows ready access to 4-acylchromene, leading to syntheses of (±)-deguelin and (±-munduserone in high overall yields.
References
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Purification of laboratory chemicals
TL;DR: Common physical techniques used in purification chemical methods used in Purification purification of organic chemicals Purification of inorganic and metal organic chemicals general methods for the purification classification of classes of compounds and natural products biochemicals and related products as mentioned in this paper.
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Synthetic applications of dealkoxycarbonylations of malonate esters, β-keto esters, α-cyano esters and related compounds in dipolar aprotic media - Part II.
Journal ArticleDOI
Synthetic applications and mechanism studies of the decarbalkoxylations of geminal diesters and related systems effected in dimethyl sulfoxide by water and/or by water with added salts
A. Paul Krapcho,J. F. Weimaster,J. M. Eldridge,Edwin G. E. Jahngen,A. J. Lovey,W. P. Stephens +5 more
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Chromenes through Metal-Catalyzed Reactions of Styrenyl Ethers. Mechanism and Utility in Synthesis
TL;DR: In this paper, an efficient metal-catalyzed process that converts styrenyl ethers to 2-substituted chromenes is described, which may be carried out on either terminal or disubstitized styrene substrates.