138666-02-1

Basic information

• Product Name: (R)-3-ACETOXY-GAMMA-BUTYROLACTONE
• Synonyms: (R)-3-ACETOXY-GAMMA-BUTYROLACTONE;2(3H)-FURANONE, 4-(ACETYLOXY)DIHYDRO-, (R)
• CAS NO: 138666-02-1
• Molecular Formula: C₆H₈O₄
• Molecular Weight: 144.13
• Mol File: 138666-02-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-3-ACETOXY-GAMMA-BUTYROLACTONE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-ACETOXY-GAMMA-BUTYROLACTONE(138666-02-1)
• EPA Substance Registry System: (R)-3-ACETOXY-GAMMA-BUTYROLACTONE(138666-02-1)

Safety Data

• Hazardous Substances Data: 138666-02-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-3-Acetoxy-gamma-butyrolactone is used as a precursor in the synthesis of various pharmaceuticals for [application reason]. Its chiral nature and versatility in organic synthesis make it a valuable compound in the development of new drugs.
Used in Chemical Synthesis:
(R)-3-Acetoxy-gamma-butyrolactone is used as a reagent in various chemical reactions for [application reason]. Its unique structure allows for specific interactions and transformations that are useful in the synthesis of other compounds.
Used as a Solvent:
(R)-3-Acetoxy-gamma-butyrolactone is used as a solvent in certain chemical processes for [application reason]. Its properties as a cyclic ester make it suitable for dissolving certain substances in chemical reactions.

Upstream product

• 625-38-7 but-3-enoic acid 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 6387-89-9 glycidyl acetate 
• 201230-82-2 carbon monoxide 
• 27999-96-8 (+/-)-tetrahydrofuran-3-yl acetate 
• 63930-59-6 (3-oxocyclobutyl) acetate 
• 79-21-0 peracetic acid 
• 108-24-7 acetic anhydride 
• 5469-16-9 4-Hydroxy-dihydro-furan-2-on 
• 75-36-5 acetyl chloride 
• 109-75-1 but-3-enenitrile 
• 64-19-7 acetic acid 

Downstream Products

• 5469-16-9 (3S)-hydroxy-γ-butyrolactone 

Relevant articles and documents

Oxidative acetoxylactonisation of alkenoic acids using H2O2 in acetic acid catalysed by KI

In the presence of a catalytic amount of KI in combination with H2O2, a convenient catalytic procedure has been developed for the direct preparation of acetoxylactones from alkenoic acids in acetic acid at room temperature which provides the corresponding cyclic products in good yields. This novel methodology mediated by an in situ generated hypervalent iodine intermediate extends the catalytic application of KI in organic synthesis.

Oxidative transformation of cyclic ethers/amines to lactones/lactams using a DIB/TBHP protocol

A novel C-H oxidation of cyclic ethers and amines to the corresponding lactones and lactams was developed using a DIB/TBHP protocol. The reaction is mild and no metallic reagent is involved. In addition, study shows that the electronic properties of the substituents could affect the selectivity of oxidation. The Royal Society of Chemistry 2013.

Green diacetoxylation of alkenes in a microchemical system

The palladium-catalyzed diacetoxylation and trifluoromethanesulfonic acid-catalyzed diacetoxylation using inexpensive and environmentally friendly hydrogen peroxide and peracetic acid were successfully conducted with the help of microchemical technology.

Baeyer-villiger oxidation and oxidative cascade reactions with aqueous hydrogen peroxide catalyzed by lipophilic Li[B(C6F5) 4] and Ca[B(C6F5)4]2

Efficient and selective: Two lipophilic catalysts were used for Baeyer-Villiger (BV) oxidations to give lactones in high yields (see scheme). Cascade reactions involving this BV oxidation were used to selectively obtain either unsaturated carboxylic acids or hydroxylactones in high yields from β-silyl cyclohexanones. Copyright

Triflic acid catalyzed oxidative lactonization and diacetoxylation of alkenes using peroxyacids as oxidants

A clean and efficient diacetoxylation reaction of alkenes catalyzed by triflic acid using commercially available peroxyacids as the oxidants has been developed. This method was also applied in oxidative lactonizations of unsaturated carboxylic acids in good to high yields.

Efficient diacetoxylation of alkenes via Pd(II)/Pd(IV) process with peracetic acid and acetic anhydride

A palladium-catalyzed diacetoxylation of alkenes in the presence of peracetic acid and acetic anhydride was developed to produce diacetates efficiently and diastereoselectively. Due to its mild conditions, this method was suitable for a broad range of substrates encompassing conjugated and nonconjugated olefins.

A microchemical system with continuous recovery and recirculation of catalyst-immobilized magnetic particles

(Figure Presented) Keep on running: A microchemical system for continuous flow catalytic reactions with a magnetic catalyst is presented (see picture). It enables the automatic separation and recirculation of catalyst particles and is applicable to various catalytic reactions.

THE METHOD OF MAKING OPTICALLY ACTIVE 3-ACYLOXY-GAMMA-BUTYROLACTONE AND OPTICALLY ACTIVE 3-HYDROXY-GAMMA-BUTYROLACTONE BY ENZYMATIC METHOD

The present invention relates to the process for preparing optically active 3-acyloxy-gamma-butyrolactone repesented by the general formula 5 and optically active 3-hydroxy-gamma-butyrolactone represented by the general formula 6 in scheme 1 from racemic 3-acyloxy-gamma-butyrolactone repesented by the general formula 4 by enzymatic method. In more detail, this invention relates to the process for the preparation of optically active 3-acyloxy-gamma-butyrolactone and optically active 3-hydroxy-gamma-butyrolactone wherein racemic epichlorohydrin represented by the general formula 1 is subjected to produce racemic 4-chloro-3-hydroxybutyronitrile, racemic 3-hydroxy-gamma-butyrolactone and racemic 3-acyloxy-gamma-butyrolactone in turn and racemic 3-acyloxy-gamma-butyrolactone is hydrolyzed sterospecifically using lipases or lipase-producing microorganisms in the aqeous phase or organic phase containing water. This method is useful in the practical process because production and seperation of compounds with high optical purity are easy comparing with other reported process.

Chromium(III) octaethylporphyrinato tetracarbonylcobaltate: A highly active, selective, and versatile catalyst for epoxide carbonylation

The development of a highly active and selective porphyrin-based epoxide carbonylation catalyst, [(OEP)Cr(THF)2][Co(CO)4] (1; OEP = octaethylporphyrinato; THF = tetrahydrofuran), is detailed. Complex 1 is a separated ion pair compose

PROCESS FOR PREPARING OPTICALLY PURE (ι(S))-3-HYDROXY-GAMA-BUTYROLACTONE

The present invention relates to a continuous process for preparing optically pure (S)-3,4-dihydroxybutyric acid derivatives expressed by the following Formula 1 and more particularly, to the continuous process which enables preparing optically pure (S)-3,4-dihydroxybutyric acid derivatives economically in large quantities, by:(a) Preparing alpha-(1,4) linked oligosaccharide having adequate sugar distribution by reacting amylopectin which is easily available from natural product with enzyme under a specific condition; and(b) Performing oxidatioin by running basic anion exchange resin with an oxidant to give (S)-3,4-dihydroxybutyric acid-anion exchange resin complex, dissociating the (S)-3,4-dihydroxybutyric acid from anion exchange resin complex and esterification sequentially under a specific condition. wherein Represents linear or branched alkyl group with 1~5 carbon atoms.