63393-56-6

Basic information

• Product Name: Cyclopropanecarboxylic acid, 1-amino-2-ethyl-, (1S,2S)- (9CI)
• Synonyms: Cyclopropanecarboxylic acid, 1-amino-2-ethyl-, (1S,2S)- (9CI);(1S,2S)-1-amino-2-ethylcyclopropanecarboxylic acid
• CAS NO: 63393-56-6
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.15704
• Product Categories: AMINOACID
• Mol File: 63393-56-6.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 238.1±23.0 °C(Predicted)
• Appearance: /
• Density: 1.184±0.06 g/cm3(Predicted)
• PKA: 2.99±0.50(Predicted)
• CAS DataBase Reference: Cyclopropanecarboxylic acid, 1-amino-2-ethyl-, (1S,2S)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropanecarboxylic acid, 1-amino-2-ethyl-, (1S,2S)- (9CI)(63393-56-6)
• EPA Substance Registry System: Cyclopropanecarboxylic acid, 1-amino-2-ethyl-, (1S,2S)- (9CI)(63393-56-6)

Safety Data

• Hazardous Substances Data: 63393-56-6(Hazardous Substances Data)

Usage

Description

Cyclopropanecarboxylic acid, 1-amino-2-ethyl-, (1S,2S)(9CI) is a chiral amino acid derivative with the molecular formula C6H11NO2. It features a cyclopropane ring and an ethyl group attached to the alpha carbon, making it a unique and valuable compound in the field of organic synthesis. Its chiral nature allows for the creation of enantiomerically pure compounds, which is crucial for various applications in pharmaceutical and agrochemical industries, as well as in research and development.

Uses

Used in Pharmaceutical Industry:
Cyclopropanecarboxylic acid, 1-amino-2-ethyl-, (1S,2S)(9CI) is used as a building block in organic synthesis for the development of new pharmaceutical compounds. Its unique structure and chiral nature make it a valuable precursor for the synthesis of enantiomerically pure compounds, which are essential for the creation of effective and safe drugs.
Used in Agrochemical Industry:
In the agrochemical industry, Cyclopropanecarboxylic acid, 1-amino-2-ethyl-, (1S,2S)(9CI) is utilized as a key intermediate in the synthesis of agrochemicals, such as pesticides and herbicides. Its unique properties and chiral nature contribute to the development of more effective and targeted agrochemicals with reduced environmental impact.
Used in Research and Development:
Cyclopropanecarboxylic acid, 1-amino-2-ethyl-, (1S,2S)(9CI) is employed in research and development for the exploration of new chemical compounds and their potential applications. Its unique structure and chiral nature provide opportunities for the discovery of novel compounds with diverse properties and potential uses in various industries.

Upstream product

• 161449-31-6 1,3-di-O-acetyl-2-ethyl-1,3-propanediol 
• 136378-34-2 (1S,2S)-1-(N-(tert-butoxycarbonyl)amino)-2-ethylcyclopropane-1-carboxylic acid 
• 62251-96-1 (+)-coronatine 
• 97935-34-7 Potassium; (1R,2S)-2-ethyl-1-methoxycarbonyl-cyclopropanecarboxylate 
• 97935-31-4 2-ethylcyclopropane-1,1-dicarboxylic acid di-tert-butyl ester 
• 18795-92-1 1,1-dimethyl 2-ethylcyclopropane-1,1-dicarboxylate 
• 138457-95-1 (1S,2S)-1-Amino-2-ethyl-cyclopropanecarboxylic acid methyl ester 
• 134639-29-5 C₁₆H₂₃NO₂ 
• 87429-74-1 3-Azido-4-ethyl-4,5-dihydro-3H-pyrazole-3-carboxylic acid methyl ester 
• 81852-62-2 Methyl (Z)-2-azido-pentenoate 
• 87429-76-3 1-Azido-2-ethyl-cyclopropanecarboxylic acid 
• 2916-68-9 2-(Trimethylsilyl)ethanol 
• 136328-44-4 (1S,3S,5S,6R)-4-(tert-butoxycarbonyl)-5,6-diphenyl-1-ethyl-7-oxa-4-azaspiro<2.5>octan-8-one 
• 138387-14-1 (1SR,3SR,6S)-1-Ethyl-3,6-dihydro-6-isopropyl-5,8-dimethoxy-4,7-diazaspiro<2.5>octane 

Downstream Products

• 98244-40-7 (1S,2R)-1-((S)-2-Ethoxycarbonyloxy-2-phenyl-acetylamino)-2-ethyl-cyclopropanecarboxylic acid methyl ester 
• 98244-44-1 (1S,2R)-1-((R)-2-Ethoxycarbonyloxy-2-phenyl-acetylamino)-2-ethyl-cyclopropanecarboxylic acid methyl ester 
• 98189-21-0 (1R,2S)-1-((S)-2-Ethoxycarbonyloxy-2-phenyl-acetylamino)-2-ethyl-cyclopropanecarboxylic acid methyl ester 
• 65878-52-6 (+)-(1S,2R)-allocoronamic acid 
• 65878-53-7 (+)-(1R,2S)-allocoronamic acid 
• 106-98-9 1-butylene 

Relevant articles and documents

Hepatitis C inhibitor peptides

Disclosed herein are hepatitis C viral protease inhibitors of formula (I): wherein a is0or1; b is0or1; Y is H or C1-6alkyl; B is H, an acyl derivative or a sulfonyl derivative; R6, when present, is C1-6alkyl substituted wi

A convenient approach to substituted 1-(1-alkenyl)cyclopropanols: A new preparation of 2,3-methanoamino acids

The diastereoselective titanium(IV)-mediated cyclopropanation of ethyl 3,3-diethoxypropionate by Grignard reagents, followed by modified Knoevenagel condensation with malonic acid under microwave irradiation, allow the preparation of (E)-1-(1-alkenyl)cyclopropanol derivatives, suitable precursors of πn-1,1-dimethyleneallylmetal species. The azidation of such complexes, followed by a reduction-oxidation sequence led to pure (E)-2,3-methanoamino acids. (C) 2000 Elsevier Science Ltd.

Stereoselective synthesis of highly functionalized cyclopropanes. Application to the asymmetric synthesis of (1S,2S)-2,3-methanoamino acids

One-pot palladium(0)-catalyzed alkylation and S(N') cyclization of 1,4- dichlorobut-2-ene 1 by the anion of α-substituted carbonitriles 2a-d can provide highly functionalized cyclopropanes (E)-4a-d, diastereoselectivity, (de 88-100%). Several attempts to achieve the asymmetric synthesis of the 1- amino-2-ethenylcyclopropanecarbonitrile (E)-9, by means of this new procedure, i.e., using chiral palladium ligands, chiral aminoacetonitriles (- )- and (+)-12 (from 1-hydroxypinanone) or chiral allyl chlorides (4S)-20b-d and (4R)-20e (from (2S) ethyl lactate) have pointed up the reversibility of the palladium-catalyzed cyclization step, responsible for the low enantioselectivity observed (ee ≤ 32%) and for the formation of byproducts, i.e., azepine derivatives 8a,b arising from subsequent aza Cope ring expansion. Molecular mechanics calculations using a modified MM2 type force field adapted to the π-allyl palladium complexes have explained these results. However, When performed under the Mitsunobu reaction conditions (DEAD, PMe3), therefore, in the absence of palladium catalyst, the S(N'), cyclization occurred also diastereoselectively (de > 88%) and provided the enantiomerically enriched 1-amino-2-propenylcyclopropanecarbonitrile (E)-22 (ee > 83%) suitable precursor of (1S,2S)-2,3-methanoamino acids.