61454-93-1

Basic information

• Product Name: ethyl 3-propyloxirane-2-carboxylate
• Synonyms: 2-oxiranecarboxylic acid, 3-propyl-, ethyl ester; Ethyl 3-propyl-2-oxiranecarboxylate; Ethyl 3-propyloxirane-2-carboxylate
• CAS NO: 61454-93-1
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.195
• EINECS: 612-149-4
• Mol File: 61454-93-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 184.5°C at 760 mmHg
• Flash Point: 67.3°C
• Density: 1.037g/cm³
• Vapor Pressure: 0.73mmHg at 25°C
• Refractive Index: 1.442
• CAS DataBase Reference: ethyl 3-propyloxirane-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-propyloxirane-2-carboxylate(61454-93-1)
• EPA Substance Registry System: ethyl 3-propyloxirane-2-carboxylate(61454-93-1)

Safety Data

• Hazardous Substances Data: 61454-93-1(Hazardous Substances Data)

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 123-72-8 butyraldehyde 
• 136805-81-7 ethyl 2-<(p-nitrobenzenesulfonyl)oxy>-3-hydroxyhexanoate 
• 105-39-5 chloroacetic acid ethyl ester 
• 27829-72-7 ethyl (E)-hex-2-enoate 

Downstream Products

• 139619-01-5 (2S,3R)-1-(3,5-Dinitro-benzoyl)-3-propyl-aziridine-2-carboxylic acid ethyl ester 
• 2305-25-1 3-hydroxy-hexanoic acid ethyl ester 
• 117668-85-6 3-Hydroxy-2-phenylselanyl-hexanoic acid ethyl ester 
• 139619-43-5 (4S,5S)-2,2,2-Triphenyl-4-propyl-2λ⁵-[1,3,2]oxazaphospholidine-5-carboxylic acid ethyl ester 
• 139619-44-6 (4S,5S)-2,2,2-Triphenyl-5-propyl-2λ⁵-[1,3,2]oxazaphospholidine-4-carboxylic acid ethyl ester 
• 142-62-1 hexanoic acid 
• 111-27-3 hexan-1-ol 

Relevant articles and documents

ANTIVIRAL COMPOUNDS

The present invention relates to novel compounds of general formula (I) wherein the groups X, and R1 to R4 have the meanings given in the description and claims, process for preparing these compounds and their use as for treating, preventing or ameliorating viral infections and their use for treating, preventing or ameliorating diseases which are associated with PLA2G16.

Stereospecific preparation of glycidic esters from 2-chloro-3-hydroxyesters. Application to the synthesis of (2R,3R)-3-phenylisoserine

Cis- and trans-glycidic esters may be synthesized in high enantiomeric purities by cyclisation with potassium carbonate in DMF of the corresponding syn- or anti-2-chloro-3-hydroxyesters, prepared by microbial reduction of 2-chloro-3-oxoesters. In contrast, more basic media such as sodium ethylate afford exclusively the trans-isomer, whatever the stereochemistry of the starting 2-chloro-3-hydroxyester is. Cyclisation of deuterated compounds showed that this result was due to a rapid isomerisation of the syn esters into anti isomers before cyclisation. An application of this reaction to the synthesis of (2R,3R)-3-phenylisoserine is described.

A convenient synthesis of aziridine-2-carboxylic esters

Optically active oxirane-2-carboxylic esters, prepared from allylic alcohols employing the Sharpless epoxidation, were treated with sodium azide.The azido alcohols obtained were subsequently converted into aziridine-2-carboxylic esters by reaction with triphenylphosphine, in good yields and with high optical purity.Various racemic oxirane-2-carboxylic esters were subjected to the same sequence of reactions.