17451-67-1

Usage

Uses

Used in Pharmaceutical Development:
Ethyl (S)-1,3-dihydro-alpha-[(4-nitrophenyl)methyl]-1,3-dioxo-2H-isoindole-2-acetate is used as a precursor in pharmaceutical development for its potential to contribute to the synthesis of biologically active compounds. Its unique structure, including the nitro group and isoindole ring, may provide novel therapeutic properties for the treatment of various diseases and conditions.
Used in Research and Development:
In the field of research and development, ethyl (S)-1,3-dihydro-alpha-[(4-nitrophenyl)methyl]-1,3-dioxo-2H-isoindole-2-acetate is utilized as a research tool to explore new treatment options and understand the biological activity of its structural components. Its potential pharmaceutical properties make it a valuable compound for studying the mechanisms of action and interactions with biological systems.
Used in Chemical Synthesis:
Ethyl (S)-1,3-dihydro-alpha-[(4-nitrophenyl)methyl]-1,3-dioxo-2H-isoindole-2-acetate is used as a key intermediate in the chemical synthesis of other compounds with potential applications in various industries. Its unique structure allows for further modification and functionalization, enabling the development of new molecules with specific properties and uses.
Used in Drug Delivery Systems:
In the development of drug delivery systems, ethyl (S)-1,3-dihydro-alpha-[(4-nitrophenyl)methyl]-1,3-dioxo-2H-isoindole-2-acetate may be employed as a component in the design of novel carriers for therapeutic agents. Its structural features could potentially enhance the delivery, bioavailability, and therapeutic outcomes of drugs, particularly in the context of targeted and controlled release systems.
Used in Environmental and Safety Research:
Due to the potential explosive and toxic nature of nitro groups, ethyl (S)-1,3-dihydro-alpha-[(4-nitrophenyl)methyl]-1,3-dioxo-2H-isoindole-2-acetate is also used in environmental and safety research to study the risks associated with its handling and disposal. This research aims to develop safe handling protocols and methods for the safe disposal or neutralization of compounds containing nitro groups, ensuring the protection of human health and the environment.

InChI:InChI=1/C19H16N2O6/c1-2-27-19(24)16(11-12-7-9-13(10-8-12)21(25)26)20-17(22)14-5-3-4-6-15(14)18(20)23/h3-10,16H,2,11H2,1H3/t16-/m0/s1

Upstream product

• 64-17-5 ethanol 
• 131175-70-7 (R)-N-phthaloyl-p-nitrophenylalanine 
• 17451-66-0 N-phthaloyl-3-(4-nitrophenyl)-(S)-alanine 
• 22509-74-6 N-ethoxycarbonylphthalimide 
• 58816-66-3 (S)-2-amino-3-(4-nitrophenyl)propionic acid ethyl ester hydrochloride 
• 36097-39-9 (S)-methyl 2-acetamido-3-(4-nitrophenyl)propanoate 
• 147065-06-3 L-nitrophenylalanine hydrochloride 
• 85-44-9 phthalic anhydride 
• 34276-53-4 ethyl (S)-2-amino-3-(4-nitrophenyl)propionate 
• 555-16-8 4-nitrobenzaldehdye 
• 207569-25-3 p-nitro-L-phenylalanine hydrate 
• 60666-01-5 (RS)-N-phthaloyl-p-nitrophenylalanine 
• 100-14-1 4-nitrobenzyl chloride 
• 855633-22-6 (4-nitro-benzyl)-phthalimido-malonic acid diethyl ester 

Downstream Products

• 116604-68-3 4-dimethylamino-N,N-phthaloyl-D-phenylalanin-ethyl ester 
• 1195524-16-3 4-amino-N,N-phthaloyl-D-phenylalanin-ethyl ester 
• 93942-39-3 C₂₃H₂₄Cl₂N₂O₄ 
• 116604-68-3 4-dimethylamino-N,N-phthaloyl-L-phenylalanin-ethyl ester 
• 100800-30-4 4-diethylamino-L-phenylalanine 
• 116604-67-2 4-ethylamino-N,N-phthaloyl-L-phenylalanin-ethyl ester 
• 74743-23-0 N-phthalimido-4-amino-L-phenylalanine ethyl ester 
• 3223-07-2 melphalan hydrochloride 
• 792864-20-1 N-phthalimido-4-(bis-2-chloroethyl)amino-L-phenylalanine ethyl ester 
• 97338-02-8 N-phthalimido-4-(bis-2-hydroxyethyl)amino-L-phenylalanine ethyl ester 

Relevant academic research and scientific papers

A PROCESS FOR THE SYNTHESIS OF MELPHALAN

The invention relates to a process for the preparation of Melphalan (4-[bis(2-5 chloroethyl)amino]-L-phenylalanine of formula (I) said process comprising the reaction of a 4-amino-L-phenylalanine protected at the carboxy and amino aminoacidic groups with an agent able to convert the aromatic amino group into a group of formula: -N(CH2CH2OS(O)nO-)2, wherein n is 1 or 2 followed by conversion of the –-N(CH2CH2OS(O)nO-)2 group into a -N(CH2CH2Cl)2 group. The invention also provides novel intermediates useful for the preparation of Melphalan.

Melphalan intermediate and preparation method thereof

The invention discloses a Melphalan intermediate and a preparation method thereof. The Melphalan intermediate is prepared by acidifying a compound p-nitrobenzaldehyde under the action of methanol, a hydrochloric acid solvent, etc. The preparation method has a route with mild reaction conditions, is higher than an existing preparation method in yield, is economical and effective, and is suitable for large-scale industrial production. The synthesis route is as shown in the description.

Synthesis process of N-paraphthalyl(diethanol)amino-L-phenylalanine ethyl ester

The invention provides a synthesis process of N-paraphthalyl(diethanol)amino-L-phenylalanine ethyl ester. The process includes the first step of amino protection reaction, the second step of esterification reaction, the third step of reduction reaction and the fourth step of substitution reaction. According to the synthesis process, amino is protected by phthalic anhydride, and then esterification, reduction and substitution are conducted obtain the product. The process has the advantages of being low in cost, mild in reaction condition, low in toxicity, convenient to operate, high in yield and suitable for industrial production.