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CAS

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1029612-18-7

(Z)-methyl 3-(p-toluenesulfonyloxy)but-2-enoate is a chemical compound widely utilized in organic synthesis, specifically as an ester derived from the reaction between (Z)-3-hydroxybut-2-enoic acid and p-toluenesulfonyl chloride. It is known for its role in forming carbon-carbon bonds and serves as a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other biologically active compounds. Furthermore, it has demonstrated anti-tumor and anti-inflammatory properties, making it a compound of interest in medicinal chemistry research.

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  • 1029612-18-7 Structure

  • Basic information

    1. Product Name: (Z)-methyl 3-(p-toluenesulfonyloxy)but-2-enoate
    2. Synonyms: (Z)-methyl 3-(p-toluenesulfonyloxy)but-2-enoate
    3. CAS NO:1029612-18-7
    4. Molecular Formula:
    5. Molecular Weight: 270.306
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 1029612-18-7.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (Z)-methyl 3-(p-toluenesulfonyloxy)but-2-enoate(CAS DataBase Reference)
    10. NIST Chemistry Reference: (Z)-methyl 3-(p-toluenesulfonyloxy)but-2-enoate(1029612-18-7)
    11. EPA Substance Registry System: (Z)-methyl 3-(p-toluenesulfonyloxy)but-2-enoate(1029612-18-7)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1029612-18-7(Hazardous Substances Data)

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.

Check Digit Verification of cas no

The CAS Registry Mumber 1029612-18-7 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,2,9,6,1 and 2 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1029612-18:
(9*1)+(8*0)+(7*2)+(6*9)+(5*6)+(4*1)+(3*2)+(2*1)+(1*8)=127
127 % 10 = 7
So 1029612-18-7 is a valid CAS Registry Number.

1029612-18-7Relevant articles and documents

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

Manabe, Atsushi,Ohfune, Yasufumi,Shinada, Tetsuro

experimental part, p. 1213 - 1216 (2012/07/03)

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

Nishikado, Hiroshi,Nakatsuji, Hidefumi,Ueno, Kanako,Nagase, Ryohei,Tanabe, Yoo

scheme or table, p. 2087 - 2092 (2010/10/03)

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

Nakatsuji, Hidefumi,Ueno, Kanako,Misaki, Tomonori,Tanabe, Yoo

supporting information; body text, p. 2131 - 2134 (2009/05/26)

(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

Ashida, Yuichiro,Nakatsuji, Hidefumi,Tanabe, Yoo

, (2018/11/25)

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

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