115005-76-0

Basic information

• Product Name: (R)-Oxirane-2-carboxylic acid
• Synonyms: (R)-Oxiranecarboxylic acid;(R)-2,3-Epoxypropionic acid;(R)-Oxirane-2-carboxylic acid;(2R)-OXIRANE-2-CARBOXYLIC ACID;2-Oxiranecarboxylic acid, (2R)-
• CAS NO: 115005-76-0
• Molecular Formula: C₃H₄O₃
• Molecular Weight: 88.06
• Mol File: 115005-76-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-Oxirane-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-Oxirane-2-carboxylic acid(115005-76-0)
• EPA Substance Registry System: (R)-Oxirane-2-carboxylic acid(115005-76-0)

Safety Data

• Hazardous Substances Data: 115005-76-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(2R)-oxirane-2-carboxylic acid is utilized as a key intermediate in organic synthesis for the preparation of various chemical compounds. Its unique structure and reactivity make it a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
(2R)-oxirane-2-carboxylic acid is used as a chiral building block in the development of enantioselective synthesis of pharmaceuticals. Its specific stereochemistry allows for the creation of chiral molecules with desired biological activities and reduced side effects.
Used in Biological Research:
(2R)-oxirane-2-carboxylic acid is being studied for its potential pharmacological and biological activities. Its unique structure and properties make it a promising candidate for exploring its effects on biological systems and its potential use as a therapeutic agent.

Upstream product

• 556-52-5 oxiranyl-methanol 
• 60456-23-7 (S)-oxiranemethanol 
• 82044-23-3 R-oxiranecarboxylic acid potassium salt 
• 56-45-1 L-serin 

Downstream Products

• 32255-79-1 (S)-3-(3,4-Dimethoxy-phenyl)-2-hydroxy-propionic acid 
• 54844-37-0 (R)-3-(3,4-dimethoxyphenyl)-2-hydroxypropanoic acid 

Relevant articles and documents

Preparation method for (+)-danshensu and analogue thereof

The present invention discloses a preparation method for (+)-danshensu and an analogue thereof, wherein a metal arylation reagent directly and asymmetrically reacts with 2(R),3-epoxypropionic acid and an analogue thereof to obtain (+)-danshensu maintainingchirality and the analogue thereof. Compared to the existing method, the method of the present invention has advantages of simplicity, effectiveness, high raw material economy, high yield, significantly reduced compound production cost, and great industrial value.

The asymmetric total synthesis of (+)-salvianolic acid A

An asymmetric synthesis of (+)-salvianolic acid A with cardioprotective properties, has been accomplished in a convergent manner in eight steps and 10.6% overall yield. This synthesis features an asymmetric addition of organometallics to optically pure 2,3-epoxypropionate in the presence of BF3·Et2O, Ru(III)-catalyzed directed [Formula presented] olefination, and I2-catalyzed isomerization reaction.

Total synthesis of a keramamide

The first total synthesis of a molecule possessing the structure proposed for keramamide J is described, providing data indicating that the structure of this natural product should be re-examined.

EFFICIENT SYNTHESES OF ENANTIOMERICALLY PURE L AND D-ALLOTHREONINES AND (S) AND (R) ISOSERINES

Both enantiomers of (S) 1 and (R) 2 isoserine as well (D) 3 and (L) 4 allothreonine are prepared optically pure in three steps by asymmetric Sharpless epoxidation of crotyl and allylic alcohols into 7-10 followed by an improved RuCl3/NaIO4/water oxidation procedure to low molecular weight glycidic acids 11-14 and epoxide opening by ammonia with (20-33 percent) overall yields.