1515-75-9 Usage
Description
1,3-Butadiene-1-carboxylic acid methyl ester, also known as Methyl 2,4-pentadienoate, is a chemical compound derived from butadiene and methyl ester. It is involved in the Aza-Morita-Baylis-Hillman (AMBH) reaction with aldimines in DMF (dimethylformamide) in the presence of 3-hydroxyquinuclidine, which is a significant process in organic chemistry.
Uses
Used in Chemical Synthesis:
1,3-Butadiene-1-carboxylic acid methyl ester is used as a key intermediate in the synthesis of various organic compounds. Its involvement in the AMBH reaction allows for the creation of new molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1,3-Butadiene-1-carboxylic acid methyl ester may be used as a building block for the development of new drugs. The AMBH reaction it undergoes can lead to the formation of novel bioactive molecules with potential therapeutic properties.
Used in Material Science:
1,3-Butadiene-1-carboxylic acid methyl ester can be utilized in the development of new materials with specific properties. The compounds derived from the AMBH reaction may have unique characteristics that can be applied in various material science applications, such as polymers, coatings, or adhesives.
Used in Research and Development:
1,3-Butadiene-1-carboxylic acid methyl ester is used as a research compound for exploring new reaction pathways and understanding the mechanisms of the AMBH reaction. This knowledge can be applied to develop more efficient and environmentally friendly synthetic methods in the future.
Synthesis Reference(s)
Journal of the American Chemical Society, 94, p. 4395, 1972 DOI: 10.1021/ja00767a088Synthesis, p. 534, 1988 DOI: 10.1055/s-1988-27626
Check Digit Verification of cas no
The CAS Registry Mumber 1515-75-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,1 and 5 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1515-75:
(6*1)+(5*5)+(4*1)+(3*5)+(2*7)+(1*5)=69
69 % 10 = 9
So 1515-75-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H8O2/c1-3-4-5-6(7)8-2/h3-5H,1H2,2H3/b5-4+
1515-75-9Relevant articles and documents
Preparation of cilazapril intermediates
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Page/Page column 8, (2010/09/05)
The present application relates to cilazapril intermediates and processes for the preparation of cilazapril intermediates, including (S)-6,11-dioxo-1,2,3,4,6,11-hexahydro-pyridazino[1,2-b]naphthalazine-1-carboxylic acid and its salts.
Silyl Nitronates in Organic Synthesis. Routes to Heterocycles and Cyclopentanoids. Synthesis of Allethrolone and Calythrone. Acylation and Cyanohydroxylation of Double Bonds. An Exploratory Study
Andersen, Soeren H.,Das, Nalin B.,Joergensen, Ruth D.,Kjeldsen, Gunhild,Knudsen, Jes S.,et al.
, p. 1 - 14 (2007/10/02)
Silyl nitronates are versatile reagents for the preparation of heterocycles by dipolar addition to double bonds.The intermediate isoxazolidines can be transformed to 2-isoxazolines, isoxazoles, furans, dihydrofuranones, pyrazoles, pyridazines and pyridazones.Reduction of 2-isoxazolines with Ti3+ leads to hydroxylated 1,4-diketones, which subsequently can be cyclized to cyclopentenones.Routes to calythrone, rethrolones, prostanoids and a number of naturally occurring dihydrofuranones are devised, as well as synthetic procedures for acylation, preparation of endiones, hydroxyacylation, cyanation and hydroxycyanation of double bonds.