78340-48-4

Basic information

• Product Name: (S)-(-)-3-Hydroxy-2-pyrrolidone
• Synonyms: (S)-(-)-3-Hydroxy-2-pyrrolidone;(S)-(-)-3-hydroxy-2-pyrrolidinone
• CAS NO: 78340-48-4
• Molecular Formula: C4H7NO2
• Molecular Weight: 101.10388
• Mol File: 78340-48-4.mol
• Article Data: 23

Chemical Properties

• Appearance: /
• Storage Temp.: Room temperature.
• CAS DataBase Reference: (S)-(-)-3-Hydroxy-2-pyrrolidone(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-3-Hydroxy-2-pyrrolidone(78340-48-4)
• EPA Substance Registry System: (S)-(-)-3-Hydroxy-2-pyrrolidone(78340-48-4)

Safety Data

• Hazardous Substances Data: 78340-48-4(Hazardous Substances Data)

Usage

General Description

(S)-(-)-3-Hydroxy-2-pyrrolidone is a chemical compound with the molecular formula C4H7NO2 and a molar mass of 101.1 g/mol. It is a colorless to pale yellow liquid at room temperature and is miscible with water. (S)-(-)-3-Hydroxy-2-pyrrolidone is commonly used in the pharmaceutical and cosmetic industries as a solubilizing agent and a penetration enhancer for transdermal drug delivery. It is also used as a chiral building block for the synthesis of various pharmaceuticals and agrochemicals. Additionally, (S)-(-)-3-Hydroxy-2-pyrrolidone has applications in the production of polymers, resins, and as a solvent in the manufacturing of 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 
• 34368-52-0 (S)-3-hydroxypyrrolidin-2-one 
• 42491-95-2 3-acetoxy-2-pyrrolidinone 
• 31771-40-1 (R)-β-hydroxy-4-aminobutyric acid 
• 630127-11-6 (S)-4-azido-2-hydroxybutyric acid ethyl ester 
• 194034-43-0 (5S)-5-[2-(benzyloxycarbonylamino)ethyl]-2,2-bis(trifluoromethyl)-1,3-dioxolan-4-one 
• 194034-36-1 ((S)-5-Oxo-2,2-bis-trifluoromethyl-[1,3]dioxolan-4-yl)-acetonitrile 
• 111466-53-6 (S)-3-((trimethylsilyl)oxy)pyrrolidin-2-one 
• 3938-83-8 (S)-4-amino-2-hydroxybutanoic acid 

Relevant articles and documents

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.

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.

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.