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
• Article Data: 5

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

General Description

"(2R)-oxirane-2-carboxylic acid" is a chemical compound with a molecular formula of C4H4O4. It is a cyclic organic compound with a three-membered ring structure and a carboxylic acid functional group. (2R)-oxirane-2-carboxylic acid is also known as (R)-2,3-epoxypropanoic acid. It is a chiral molecule, meaning it has a non-superposable mirror image, and the (2R) designation indicates its stereochemistry. (2R)-oxirane-2-carboxylic acid is used in organic synthesis and as a building block for the preparation of various chemical compounds. It is also being studied for its potential pharmacological and biological activities.

Upstream product

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

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.

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.