78340-48-4

Usage

Uses

Used in Pharmaceutical Industry:
(S)-(-)-3-Hydroxy-2-pyrrolidone is used as a chiral building block for the synthesis of various pharmaceuticals and agrochemicals. Its unique structure allows for the creation of enantiomerically pure compounds, which are essential in the development of effective and safe medications.
Used in Cosmetic Industry:
In the cosmetic industry, (S)-(-)-3-Hydroxy-2-pyrrolidone is utilized as a solubilizing agent and a penetration enhancer for transdermal drug delivery. Its ability to dissolve and enhance the absorption of active ingredients makes it a valuable component in the formulation of topical medications and cosmetic products.
Used in Polymer and Resin Production:
(S)-(-)-3-Hydroxy-2-pyrrolidone is employed in the production of polymers and resins, where it contributes to the formation of high-quality materials with specific properties. Its versatility in chemical reactions enables the development of a wide range of polymers and resins for various applications.
Used as a Solvent in Chemical Manufacturing:
In the manufacturing of chemical products, (S)-(-)-3-Hydroxy-2-pyrrolidone serves as a solvent, facilitating various chemical reactions and processes. Its ability to dissolve a wide range of substances makes it a useful component in the production of various chemical products.

Upstream product

• 13477-53-7 4-amino-2-hydroxybutyric acid 
• 19444-84-9 3-hydroxyoxolan-2-one 
• 14468-90-7 N-trimethylsilyl-pyrrolidin-2-one 
• 42491-95-2 3-acetoxy-2-pyrrolidinone 
• 3938-83-8 (S)-4-amino-2-hydroxybutanoic acid 
• 111466-53-6 (S)-3-((trimethylsilyl)oxy)pyrrolidin-2-one 
• 194034-36-1 ((S)-5-Oxo-2,2-bis-trifluoromethyl-[1,3]dioxolan-4-yl)-acetonitrile 
• 194034-43-0 (5S)-5-[2-(benzyloxycarbonylamino)ethyl]-2,2-bis(trifluoromethyl)-1,3-dioxolan-4-one 
• 630127-11-6 (S)-4-azido-2-hydroxybutyric acid ethyl ester 
• 31771-40-1 (R)-β-hydroxy-4-aminobutyric acid 
• 34368-52-0 (S)-3-hydroxypyrrolidin-2-one 

Relevant academic research and scientific papers

Total Synthesis of Plusbacin A3 and Its Dideoxy Derivative Using a Solvent-Dependent Diastereodivergent Joullié-Ugi Three-Component Reaction

Full details of our synthetic studies toward plusbacin A3 (1), which is a depsipeptide with antibacterial activity, and its dideoxy derivative are described. To establish an efficient synthetic route of 1, a solvent-dependent diastereodivergent Joullié-Ugi three-component reaction (JU-3CR) was used to construct trans-Pro(3-OH) in a small number of steps. Two strategies were investigated toward the total synthesis. In the first synthetic strategy, the key steps were the trans-selective JU-3CR and a macrolactonization at the final stage of the synthesis. The JU-3CR using alkyl isocyanides in 1,1,1,3,3,3-hexafluoroisopropanol provided the trans products, and the coupling of the fragments to prepare the macrocyclization precursor proceeded smoothly. However, attempts toward the macrolactonization did not provide the desired product. Then, the second strategy that included esterification in an initial stage was investigated. Methods for constructing trans-Pro(3-OH) were examined using a convertible isocyanide, which could be converted to a carboxylic acid required for the following amidation. Ester bond formation was achieved through an intermolecular coupling using a hydroxyl-Asp derivative and the corresponding alcohol, and the amidation afforded a linear depsipeptide. The macrolactamization of the linear peptide gave the cyclic depsipeptide, and then the global deprotection accomplished the total synthesis of 1 and its dideoxy derivative.

Synthesis of γ-Lactams by Mild, o-Benzoquinone-Induced Oxidation of Pyrrolidines Containing Oxidation-Sensitive Functional Groups

The late-stage oxidation of substituted pyrrolidines offers good flexibility for the construction of γ-lactam libraries, and especially in recent years the methods for functionalization of pyrrolidine have been available. We reported a new strategy for oxidation of pyrrolidines to γ-lactams: reaction of pyrrolidine with an o-benzoquinone gives an N,O-acetal by direct oxidation of the α-C-H bond of the pyrrolidine ring, and then the N,O-acetal is further oxidized by the o-benzoquinone to the γ-lactam. Because the first oxidation occurs selectively at the α-C-H of the pyrrolidine ring, oxidation-sensitive functional groups (allyl-, vinyl-, hydroxyl-, and amino groups) on pyrrolidine ring are unaffected. The synthetic utility of this novel method was demonstrated by the facile syntheses of (S)-vigabatrin and two analogues.

STIMULUS-RESPONSIVE POLY(LACTIC-CO-GLYCOLIC)-BASED POLYMERS AND NANOPARTICLES FORMED THEREFROM

PLGA-based polymers include pendant nucleophiles protected with photocleavable protecting groups. Upon deprotection, the polymers degrade rapidly via intramolecular cyclization into small molecules. The polymer may be formulated as a nanoparticle, with an encapsulated payload, which may be an imaging agent, a bioactive agent or a pharmaceutical agent.

Revisited Mechanistic Implications of the Joullié-Ugi Three-Component Reaction

The effect of the solvent on the diastereoselectivity of the Joullié-Ugi three-component reaction (JU-3CR) using an α-substituted five-membered cyclic imine is revisited. The cis and trans isomers were generated in toluene and HFIP, respectively. Hammett

CARBAZOLE-CONTAINING AMIDES, CARBAMATES, AND UREAS AS CRYPTOCHROME MODULATORS

The subject matter herein is directed to carbazole-containing amide, carbamate, and urea derivatives and pharmaceutically acceptable salts or hydrates thereof of structural formula I wherein the variable R1, R2, R3, R4, R5, R6, R7, A, D, E, G, J, L, M, Q, a, and b are accordingly described. Also provided are pharmaceutical compositions containing the compounds of formula I to treat a Cry-mediated disease or disorder, such as diabetes, complications associated with diabetes, Cushing's syndrome, NASH, NAFLD, asthma, and COPD.

INHIBITORS OF HEPATITIS C VIRUS

Compounds of Formula I are disclosed, As well as pharmaceutically acceptable salts thereof. Methods of using said compounds and pharmaceutical compositions containing said compounds are also disclosed.

SUBSTITUTED BENZAMIDE DERIVATIVES AS GLUCOKINASE (GK) ACTIVATORS

The present invention relates to substituted benzamide derivatives of the general Formula I and their pharmaceutically acceptable salts, pharmaceutically acceptable solvates, enantiomers, diastereomers, prodrugs, metabolites, and polymorphs and can be use

Absorption medium and method for removing sour gases from fluid streams, in particular from flue gases

Absorption medium for acid gases comprising an oligoamine (A) of the general formula (I) and a primary or secondary alkanolamine (B) of the general formula (II) in which the weight ratio of oligoamine (A) to the primary or secondary alkanolamine (B) is 0.2 to 4, and also the process for removing acid gases from a gas stream by contacting the gas stream at a pressure of 0.05 to 10 MPa abs with an aqueous solution brought to and maintained at a temperature of 20 to 80° C. of said absorption medium.

SUBSTITUTED BENZAMIDE DERIVATIVES AS GLUCOKINASE (GK) ACTIVATORS

The present invention relates to substituted benzamide derivatives of the general Formula I and their pharmaceutically acceptable salts, pharmaceutically acceptable solvates, enantiomers, diastereomers, prodrugs, metabolites, and polymorphs and can be use

Design, synthesis, and cyclization of 4-aminobutyric acid derivatives: Potential candidates as self-immolative spacers

Self-immolative spacers have gained significant interest in recent years due to their utility in numerous prodrug, sensor and drug delivery systems. However, there are a very limited number of spacers that are capable of undergoing spontaneous and rapid reactions under mild conditions. To address this need, 4-aminobutyric acid derivatives were explored as a potential class of self-immolative spacers. Using a modular approach, eleven N- and α-substituted derivatives of 4-aminobutyric acid were synthesized, and their intramolecular cyclizations to γ-lactams were studied. Kinetics experiments were carried out at physiological pH and temperature, and the observed half-lives for the spacers ranged from 2 to 39 s, depending on the molecular structure. In addition, the pH dependence of the cyclization rate was also explored and it was found that cyclization still occurred rapidly at mildly acidic pH. Therefore, this class of compounds exhibits promise for incorporation into a variety of self-immolative systems where rapid cyclization reactions are desired.