123844-20-2

Basic information

• Product Name: Ethylcyclopropylpropiolate
• Synonyms: Ethylcyclopropylpropiolate;2-Propynoic acid, 3-cyclopropyl-, ethyl ester (9CI);ethyl 3-cyclopropylpropiolate
• CAS NO: 123844-20-2
• Molecular Formula: C₈H₁₀O₂
• Molecular Weight: 138.1638
• Mol File: 123844-20-2.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethylcyclopropylpropiolate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethylcyclopropylpropiolate(123844-20-2)
• EPA Substance Registry System: Ethylcyclopropylpropiolate(123844-20-2)

Safety Data

• Hazardous Substances Data: 123844-20-2(Hazardous Substances Data)

Usage

General Description

Ethylcyclopropylpropiolate, also known as ethyl cyclopropyl propiolate, is a chemical compound with the molecular formula C7H10O2. It is a colorless liquid that is used in organic synthesis and as a reagent in chemical reactions. Ethylcyclopropylpropiolate contains a cyclopropyl group, which is a three-membered ring of carbon atoms, and a propiolate group, which consists of a triple bond between two carbon atoms and a carboxylate group. Ethylcyclopropylpropiolate is used in the preparation of various pharmaceuticals, agrochemicals, and other organic compounds due to its ability to react with various nucleophiles and undergo a variety of chemical transformations. It is important to handle ethylcyclopropylpropiolate with care due to its potential hazardous properties.

Upstream product

• 6746-94-7 Cyclopropylacetylene 
• 105-58-8 Diethyl carbonate 
• 2062-29-5 4-Phenyl-2-(trifluoromethyl)-1,3-oxazol-5(2H)-on 
• 541-41-3 chloroformic acid ethyl ester 
• 122244-78-4 1,1-dibromo-2-cyclopropylehylene 
• 105-53-3 diethyl malonate 
• 7394-16-3 diethyl 2?(cyclopropanecarbonyl)malonate 

Downstream Products

• 1150658-69-7 (E)-ethyl 3-cyclopropyl-3-(4-(methoxymethoxy)phenyl)-2-phenylacrylate 
• 1150658-68-6 (E)-ethyl 3-cyclopropyl-2-(4-(methoxymethoxy)phenyl)-3-phenylacrylate 
• 1058158-12-5 (S)-2-(4-cyclohexyl-phenoxymethyl)-5-cyclopropyl-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one 
• 7358-93-2 3‐cyclopropyl‐2‐propynoic acid 
• 2199-44-2 3,5-dimethyl-2-ethoxycarbonyl-1H-pyrrole 
• 94478-13-4 cyclopropyl 2,4-dimethyl-5-(ethoxycarbonyl)pyrrol-3-yl ketone 
• 1610877-41-2 (1E,5E)-1-(ethoxycarbonyl)-2-cyclopropyl-6-phenyl-1,5-hexadien-3-yne 
• 1279015-47-2 toluene-4-sulfonic acid (S)-5-cyclopropyl-7-oxo-2,3-dihydro-7H-oxazolo[3,2-a]pyrimidin-2-ylmethyl ester 
• 1279014-27-5 (S)-5-cyclopropyl-2-(2',3'-dimethylbiphenyl-4-yloxymethyl)-2,3-dihydro-oxazole[3,2-a]pyrimidin-7-one 
• 1279014-26-4 (S)-5-cyclopropyl-2-(2',3'-dichlorobiphenyl-4-yloxymethyl)-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one 
• 943130-41-4 ethyl 5-cyclopropyl-3-phenyl-1,2-oxazole-4-carboxylate 

Relevant articles and documents

Synthesis of 1-Substituted Cyclopropylamines via Formal Tertiary Csp3-H Amination of Cyclopropanes

A novel and facile approach to synthesis of 1-substituted cyclopropylamines via phosphine-catalyzed formal tertiary Csp3-H amination of cyclopropanes was described. The indoles, pyrroles, imidazoles, uracils, 2-pyridone, pyrimidin-4(3H)-one, and phthalimide had been proven as good aminating partners. The present protocol features transition-metal-free, excellent regioselectivity, high-atom-economy, and mild reaction conditions and a broad range of substrates. The practicability of this protocol can also be demonstrated with late-stage modification of bioactive molecules, scaled up reaction, and divergent derivatization. Notably, the method has been used in the formal synthesis of the hormone-sensitive lipase (HSL) inhibitor. The mechanistic aspects were elucidated by both experimental and computational studies.

Enantioselective Nickel-Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution

The triazole heterocycle has been widely adopted as an isostere for the amide bond. Many native amides are α-chiral, being derived from amino acids. This makes α-N-chiral triazoles attractive building blocks. This report describes the first enantioselective triazole synthesis that proceeds via nickel-catalyzed alkyne-azide cycloaddition (NiAAC). This dynamic kinetic resolution is enabled by a spontaneous [3,3]-sigmatropic rearrangement of the allylic azide. The 1,4,5-trisubstituted triazole products, derived from internal alkynes, are complementary to those commonly obtained by the related CuAAC reaction. Initial mechanistic experiments indicate that the NiAAC reaction proceeds through a monometallic Ni complex, which is distinct from the CuAAC manifold.

FUSED HETEROCYCLIC COMPOUNDS AS RET KINASE INHIBITORS

Provided herein are compounds of the Formula (I): (I) and tautomers, stereoisomers and pharmaceutically acceptable salts and solvates thereof, wherein Rx, Ry, W, X, Y, Z, Ring A and (AA) have the meanings given in the specification,