28833-81-0

Basic information

• Product Name: N-ACETOXYETHYL SUCCINIMIDE
• Synonyms: N-ACETOXYETHYL SUCCINIMIDE
• CAS NO: 28833-81-0
• Molecular Formula: C₈H₁₁NO₄
• Molecular Weight: 185.18
• Mol File: 28833-81-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-ACETOXYETHYL SUCCINIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ACETOXYETHYL SUCCINIMIDE(28833-81-0)
• EPA Substance Registry System: N-ACETOXYETHYL SUCCINIMIDE(28833-81-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 28833-81-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-ACETOXYETHYL SUCCINIMIDE is used as a reagent in the synthesis of pharmaceutical compounds for its ability to facilitate the creation of new and effective medications.
Used in Polymer Production:
In the polymer industry, N-ACETOXYETHYL SUCCINIMIDE serves as a modifier, enhancing the properties of polymers and contributing to the development of advanced materials with specific characteristics.
Used in Surfactant Preparation:
N-ACETOXYETHYL SUCCINIMIDE is utilized in the preparation of surfactants, playing a crucial role in the formulation of products that lower the surface tension of liquids and improve the stability of emulsions and foams.
Used as a Cross-linking Agent in Resin Production:
In the production of resins, N-ACETOXYETHYL SUCCINIMIDE functions as a cross-linking agent, promoting the formation of a three-dimensional network within the resin, thereby improving its mechanical properties and chemical resistance.
Used in Drug Delivery Systems:
N-ACETOXYETHYL SUCCINIMIDE has been studied for its potential use in drug delivery systems, where it may enhance the efficiency and targeting of therapeutic agents, improving overall treatment outcomes.
Used as a Chemical Intermediate:
N-ACETOXYETHYL SUCCINIMIDE also serves as a chemical intermediate in the production of various organic compounds, contributing to the synthesis of a wide range of chemical products across different industries.

Upstream product

• 1120-64-5 2-methyl-4,5-dihydro-1,3-oxazole 
• 108-30-5 succinic acid anhydride 
• 18190-44-8 1-(2-Hydroxy-ethyl)-pyrrolidine-2,5-dione 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 141-43-5 ethanolamine 
• 64-19-7 acetic acid 

Downstream Products

• 2372-96-5 N-vinylsuccinimide 
• 132288-53-0 1-(2-acetoxyethyl)-5-ethoxy-2-pyrrolidinone 
• 551-59-7 (-)-supinidine 
• 17958-41-7 (+)-supinidine 
• 103979-82-4 (S)-7-Hydroxymethyl-7-phenylsulfanyl-hexahydro-pyrrolizin-3-one 
• 122695-51-6 (S)-5-Oxo-1-phenylsulfanyl-hexahydro-pyrrolizine-1-carboxylic acid methyl ester 
• 122695-51-6 (R)-5-Oxo-1-phenylsulfanyl-hexahydro-pyrrolizine-1-carboxylic acid methyl ester 
• 132341-51-6 (4R,5S)-1-aza-4-phenylthio-4-(hydroxymethyl)bicyclo<3.3.0>octan-8-one 
• 116071-96-6 (7R,7aS)-7-Benzenesulfinyl-7-hydroxymethyl-hexahydro-pyrrolizin-3-one 
• 132288-57-4 (4R,5S)-1-aza-4-phenylthio-4-(methoxycarbonyl)bicyclo<3.3.0>octan-8-one 
• 122695-50-5 methyl 2(RS)-1-(1-(2-hydroxyethyl)-5-oxo-2(S)-pyrrolidinyl)(phenylthio)acetate 
• 122695-54-9 methyl 2(RS)-(1-(2-iodoethyl)-5-oxo-2(S)-pyrrolidinyl)(phenylthio)acetate 
• 122695-48-1 [(S)-1-(2-Methanesulfonyloxy-ethyl)-5-oxo-pyrrolidin-2-yl]-phenylsulfanyl-acetic acid methyl ester 
• 122695-49-2 3-(2-(1-(2-acetoxyethyl)-5-oxo-2-pyrrolidinyl)(phenylthio)acetyl)-4(R)-isopropyl-1,3-thiazolidine-2-thione 

Relevant articles and documents

Facile synthesis of indolizinoindolone, indolylepoxypyrrolooxazole, indolylpyrrolooxazolone and isoindolopyrazinoindolone heterocycles from indole and imide derivatives

Chemo-, regio- and diastereoselective coupling reactions of indole with imide derivatives leading to unique heterocyclic systems are demonstrated. Acid-induced 3-position coupling reactions of indole with cyclic imide derived lactamols followed by acid promoted 2-position cyclizations with the corresponding aldehydes are described to obtain the indolizinoindolones and benzoindolizinoindolones. Base induced 2-position coupling reactions ofN-tosylindole withN-(2-iodoethyl)imides and the subsequent cyclizations provide indolylepoxypyrrolooxazole, indolylpyrrolooxazolone and indolyloxazoloisoindolone. Reductive cleavage of indolyloxazoloisoindolone to the corresponding alcohol followed by mesylation and base promotedN-cyclization affords thein situair-oxidized pentacyclic product hydroxyisoindolopyrazinoindolone. A regioisomeric structural revision of the natural product from 1,2,5,6,7,11c-hexahydro-3H-indolizino[7,8-b]indol-3-one to 1,2,5,6,11,11b-hexahydro-3H-indolizino(8,7-b)indol-3-one is also reported in the present studies focussed on the methodologies for heterocyclic synthesis.

DIASTEREOSELECTIVE ALKYLATION OF CHIRAL TIN(II) ENOLATES ONTO CYCLIC ACYL IMINIUM IONS. ASYMMETRIC TOTAL SYNTHESIS OF (-)-SUPINIDINE

The scope and mechanism of the asymmetric alkylation of chiral tin(II) enolate 10 with cyclic acyl iminium ion 5 were investigated.An application of the reaction to the asymmetric synthesis of (-)-supinidine was also achieved.

NEW CHIRAL RECOGNITION OF CHIRAL TIN(II) ENOLATES TOWARD CYCLIC ACYL IMINIUM SPECIES. ASYMMETRIC TOTAL SYNTHESIS OF (-)-SUPINIDINE

Diastereoselective alkylation of chiral tin(II) enolates 1 onto cyclic acyl iminium ion 7 proceeded in a different chiral recognition mode from the case of 1 onto cyclic acyl imines 3.This new diastereoselective alkylation was efficiently utilized for an asymmetric total synthesis of (-)-supinidine (20).