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Usage

Uses

Used in Pharmaceutical Synthesis:
Ethyl 4-phthaliMidoacetoacetate is used as an intermediate in the synthesis of 5-Aminolevulinic Acid-3-13C Hydrochloride, a naturally occurring amino acid that serves as a precursor to tetrapyrroles in the biosynthesis of chlorophyll and heme. This makes it an essential component in the development of drugs targeting conditions related to these biological processes.
Used in Antineoplastic Applications:
In the field of oncology, Ethyl 4-phthaliMidoacetoacetate is utilized as a photosensitizer in antineoplastic treatments. Photosensitizers are compounds that absorb light and generate reactive oxygen species, which can cause damage to cancer cells and contribute to their destruction. The use of Ethyl 4-phthaliMidoacetoacetate in this capacity highlights its potential in the development of novel cancer therapies and treatment strategies.
Used in Chemical Synthesis:
Ethyl 4-phthaliMidoacetoacetate is also employed in various chemical synthesis processes due to its reactive ester and phthalimide groups. These functional groups can participate in a range of reactions, such as hydrolysis, transesterification, and nucleophilic substitutions, making it a versatile building block for the creation of more complex molecules and compounds in the chemical industry.

InChI:InChI=1/C14H13NO5/c1-2-20-14(19)11(16)7-8-15-12(17)9-5-3-4-6-10(9)13(15)18/h3-6H,2,7-8H2,1H3

Upstream product

• 6780-38-7 N-phthaloylglycine chloride 
• 996-82-7 sodium diethylmalonate 
• 1071-46-1 hydrogen ethyl malonate 
• 39538-08-4 Phthalimidoacetic acid imidazolide 
• 2033-24-1 cycl-isopropylidene malonate 
• 64-17-5 ethanol 
• 82961-75-9 2-[2-(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-2-hydroxy-ethyl]-isoindole-1,3-dione 
• 4702-13-0 N-phthaloylglycine 
• 85-44-9 phthalic anhydride 

Downstream Products

• 126686-02-0 ethyl 2-diazo-3-oxo-4-(N-phthalimido)-butanoate 
• 1445-69-8 2,3-dihydrophthalazine-1,4-dione 
• 99284-79-4 [2,4-Bis-benzyloxy-7,8-dihydro-5H-pteridin-(6E)-ylidene]-(6-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid ethyl ester 
• 94779-75-6 [2,4-Bis-benzyloxy-7,8-dihydro-5H-pteridin-(6E)-ylidene]-(6-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid 2-methylsulfanyl-ethyl ester 
• 99277-55-1 4-(2,6-Bis-benzyloxy-5-nitro-pyrimidin-4-ylamino)-2-(6-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-3-oxo-butyric acid ethyl ester 
• 99277-65-3 (8-Acetyl-2,4-bis-benzyloxy-7,8-dihydro-pteridin-6-yl)-[1-acetyl-6-bromo-2-oxo-1,2-dihydro-indol-(3E)-ylidene]-acetic acid ethyl ester 
• 94779-76-7 (8-Acetyl-2,4-bis-benzyloxy-7,8-dihydro-pteridin-6-yl)-[1-acetyl-6-bromo-2-oxo-1,2-dihydro-indol-(3E)-ylidene]-acetic acid 2-methylsulfanyl-ethyl ester 
• 94779-78-9 2-(methylthio)ethyl 8-acetyl-α-(1-acetyl-6-bromo-1,2-dihydro-2-oxo-3H-indol-3-ylidene)-5,6,7,8-tetrahydro-2,4-bis(phenylmethoxy)-6-pteridineacetate 
• 94779-82-5 2-(methylthio)ethyl 1,5'-diacetyl-6-bromo-1,2,5',6',9',10'-hexahydro-9'-hydroxy-9'-methyl-2,10'-dioxo-1',3'-bis(phenylmethoxy)spiro<3H-indole-3,8'-<8H>pyrido<1,2-f>pteridine>-7'-carboxylate 
• 94779-80-3 2-(methylthio)ethyl 8-acetyl-α-(1-acetyl-6-bromo-1,2-dihydro-2-oxo-3H-indol-3-ylidene)-5-(1,2-dioxopropyl)-5,6,7,8-tetrahydro-2,4-bis(phenylmethoxy)-6-pteridineacetate 
• 94779-84-7 C₄₂H₃₈BrN₅O₁₂S 
• 94779-74-5 2-(methylthio)ethyl 6-bromo-2,3-dihydro-α-<<<5-nitro-2,6-bis(phenylmethoxy)-4-pyrimidinyl>amino>acetyl>-2-oxo-1H-indole-3-acetate 
• 94779-83-6 C₄₂H₃₈BrN₅O₁₀S 
• 94779-83-6 C₄₂H₃₈BrN₅O₁₀S 

Relevant academic research and scientific papers

Tetrasubstituted Furans by Nucleophile-Induced Cleavage of Carbonyl Ylide-DMAD Cycloadducts

Compounds incorporating a 4-aza-8-oxabicyclo[3.2.1]oct-6-en-2-one moiety, which were prepared by a tandem carbenoid carbonyl ylide cyclization/[3+2]-cycloaddition reaction from ethyl 2-diazo-3-oxo-4-phthalimidobutanoates, undergo a nucleophile-induced two-bond ring cleavage when treated with protic heteronucleophiles. In this manner, tetrasubstituted furantricarboxylates, tethered with α-amino acids, esters, thioesters, and amides by a 2-carbonylphenyl moiety, are obtained.

FUSED HETEROAROMATIC PYRROLIDINONES

Disclosed are compounds of Formula 1, and pharmaceutically acceptable salts thereof, wherein G, L1, L2, R1, R2, R3, and R4 are defined in the specification. This disclosure also relates to materials and methods for preparing compounds of Formula 1, pharmaceutical compositions containing them, and their use for treating disorders, diseases, and conditions involving the immune system and inflammation, including rheumatoid arthritis, hematological malignancies, epithelial cancers (i.e., carcinomas), and other disorders, diseases, and conditions for which inhibition of SYK is indicated.

Facile synthesis of N-protected γ and δ-amino-β-keto-esters

The C-acylation of Meldrum's acid by protected amino acids, using isopropenyl chloroformate (IPCF) as the condensing agent, is described. The process is used to synthesize γ and δ-amino-β-keto-esters.

1,3-Dipolar cycloaddition route to nitrogen heterocyclic triones

1,3-Dipolar cycloaddition of nitrile oxides, formed in situ by dehydration of primary nitro compounds, with pyrrolidine enamines of protected γ- or δ-amino-β-keto esters affords isoxazole-4-carboxylates; these undergo lactam formation and N-O bond cleavage to afford 3-acyltetramic acids and 3-acyl-4-hydroxypyridin-2-ones.

Synthesis of [1,2-13C]- and [2,3-13C]-labeled δ-aminolevulinic acid

[1,2-13C]- and [2,3-13C]-labeled δ-aminolevulinic acids (δ-ALAs) have been prepared by a four-step sequence. [1,2-13C]-ethyl bromoacetate was used to introduce the labels in the 1,2-labeled δ-ALA while [2-13C]-ethyl bromoacetate and [5-13C]-Meldrum's acid were used to introduce the labels in the 2,3-labeled derivative. These amino acid building blocks can be used to prepare heme-containing proteins with labeled hemes according to a previously reported biosynthetic method.

Azomethine ylide generation via the dipole cascade

A series of N-acyl 2-diazo-3-oxobutanoates, when treated with a catalytic quantity of a rhodium(II) carboxylate, were found to afford substituted pyrroles derived from an azomethine ylide intermediate. The initial reaction involves generation of the expec