1029612-18-7

Usage

Uses

Used in Organic Synthesis:
(Z)-methyl 3-(p-toluenesulfonyloxy)but-2-enoate is used as a reagent in organic chemistry for the formation of various types of carbon-carbon bonds, contributing to the creation of complex molecular structures.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, (Z)-methyl 3-(p-toluenesulfonyloxy)but-2-enoate is used as an intermediate in the synthesis of various drugs, aiding in the development of new medications with potential therapeutic applications.
Used in Agrochemical Synthesis:
(Z)-methyl 3-(p-toluenesulfonyloxy)but-2-enoate is also utilized as an intermediate in the synthesis of agrochemicals, such as pesticides and fertilizers, to enhance crop protection and yield.
Used in Medicinal Chemistry Research:
(Z)-methyl 3-(p-toluenesulfonyloxy)but-2-enoate is used as a compound of interest in medicinal chemistry research due to its anti-tumor and anti-inflammatory properties, potentially leading to the development of new treatments for cancer and inflammatory diseases.

Upstream product

• 105-45-3 acetoacetic acid methyl ester 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 1029612-69-8 (Z)-methyl 3-(2-chlorophenyl)-2-butenoate 
• 93404-34-3 (Z)-methyl 3-(4-chlorophenyl)-2-butenoate 
• 27948-30-7 (Z)-3-methyl-5-phenyl-pent-2-en-4-ynoic acid methyl ester 
• 3461-50-5 methyl (Z)-3-phenyl-but-2-enoate 
• 133678-75-8 methyl (Z)-3-(3-methoxyphenyl)-3-methylacrylate 
• 70964-90-8 (Z)-methyl 3-(4-methylphenyl)-2-butenoate 
• 3461-50-5 methyl trans-3-methylcinnamate 
• 1389394-95-9 (Z)-4-bromobut-2-en-2-yl 4-methylbenzenesulfonate 
• 1389395-01-0 C₁₁H₁₄O₄S 
• 1389395-02-1 C₁₈H₂₄O₅S 
• 1389394-97-1 (Z)-methyl 3-oxo-7-(tosyloxy)oct-6-enoate 
• 1389394-99-3 (2Z,6Z)-methyl 3,7-bis(tosyloxy)octa-2,6-dienoate 

Relevant academic research and scientific papers

Stereoselective total syntheses of insect juvenile hormones JH 0 and JH i

Total syntheses of juvenile hormones JH 0 and JH I have been achieved by a new iterative enol tosylate homologation strategy. Georg Thieme Verlag Stuttgart · New York.

Mild, efficient, and robust method for stereocomplementary iron-catalyzed cross-coupling using (E)- and (Z)-enol tosylates

Iron-catalyzed cross-coupling of Grignard reagents (RMgX) with (E)- and (Z)-enol tosylates proceeded smoothly to give a variety of the corresponding (E)- and (Z)-trisubstituted ,-unsaturated methyl esters (total 30 examples; 55-98% yield). The simple, mild, stereoretentive method utilized iron(III) chloride (FeCl3), iron(III) acetylacetonate [Fe(acac)3], and iron(III) tris(dibenzylmethane) [Fe(dbm). The (E)- and (Z)-enol tosylates were readily prepared by the reported stereocomplementary tosylation method from methyl -keto esters or -formyl esters. Methyl -formyl esters were obtained via a practical and robust TiCl4-Et3N-mediated -formylation of methyl esters with methyl formate.

General, robust, and stereocomplementary preparation of β-ketoester enol tosylates as cross-coupling partners utilizing TsCl-N-methylimidazole agents

(Chemical Equation Presented) We have developed a general, robust, and cost-effective method for the (E)- or (Z)-stereocomplementary enol tosylation of β-ketoesters using TsCl-N-methylimidazole (NMI)-Et3N or LiOH. TsCl coupled with NMI formed a

(Z)‐enol p‐tosylate derived from methyl acetoacetate: A useful cross‐coupling partner for the synthesis of methyl (Z)‐3‐phenyl (or aryl)‐2‐butenoate

Procedures yielding (Z)‐3‐(p‐toluenesulfonyloxy)but‐2‐enoate [(Z)‐1] as white prisms and methyl (Z)‐3‐phenyl‐2‐butenoate [(Z)‐2] as a colorless oil are presented. Following are notes on the instruments and chemicals used and required. The chapter conclude