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(1S,RS)-cis-2-methoxycarbonyl-cyclopropane-1-carboxylic acid is a cyclopropane derivative with the molecular formula C6H8O4. It features a methoxycarbonyl group attached to the cis-2 position and a carboxylic acid group at the 1 position of the cyclopropane ring. As a chiral molecule, it exists in two possible stereoisomers, (1S,RS) and (1R,SR). (1S,RS)-cis-2-methoxycarbonyl-cyclopropane-1-carboxylic acid is widely recognized for its utility as a building block in organic synthesis and pharmaceutical research, attributed to its distinctive structure and functional groups. The potential of (1S,RS)-cis-2-methoxycarbonyl-cyclopropane-1-carboxylic acid extends to the innovation of new drugs and biologically active compounds, making it a valuable asset in medicinal chemistry.

88335-87-9

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88335-87-9 Usage

Uses

Used in Pharmaceutical Research:
(1S,RS)-cis-2-methoxycarbonyl-cyclopropane-1-carboxylic acid serves as a key building block in the development of pharmaceuticals. Its unique cyclopropane ring structure and functional groups enable the creation of novel drug candidates with potential therapeutic applications.
Used in Organic Synthesis:
In the realm of organic synthesis, (1S,RS)-cis-2-methoxycarbonyl-cyclopropane-1-carboxylic acid is utilized as an intermediate compound. Its reactivity and structural features facilitate the synthesis of complex organic molecules, contributing to the advancement of chemical research and the discovery of new materials.
Used in Drug Development:
(1S,RS)-cis-2-methoxycarbonyl-cyclopropane-1-carboxylic acid's potential in drug development is attributed to its capacity to be modified and functionalized, allowing for the design of new drugs and biologically active molecules. This makes (1S,RS)-cis-2-methoxycarbonyl-cyclopropane-1-carboxylic acid an essential component in the quest for innovative pharmaceuticals to address various medical conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 88335-87-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,8,3,3 and 5 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 88335-87:
(7*8)+(6*8)+(5*3)+(4*3)+(3*5)+(2*8)+(1*7)=169
169 % 10 = 9
So 88335-87-9 is a valid CAS Registry Number.

88335-87-9Relevant academic research and scientific papers

Asymmetric synthesis of novel β-substituted β-methoxyacrylates bearing a chiral 1,2-cis-disubstituted cyclopropane substructure

Hasegawa, Daiju,Uchiro, Hiromi,Kobayashi, Susumu

, p. 7185 - 7187 (2002)

The first asymmetric synthesis of β-substituted β-methoxyacrylate bearing a chiral 1,2-cis-disubstituted cyclopropane ring as a 'conformationally locked' substructure, by Claisen condensation and E-selective Wittig reaction was successfully achieved.

Preparations of Bicyclic Chiral Lactone Synthons via Stereospecific Pig Liver Esterase-catalysed Hydrolyses of meso-Diesters. Ring-size induced Reversal of Stereospecificity

Sabbioni, Gabriele,Shea, Marion L.,Jones, J. Bryan

, p. 236 - 238 (1984)

Stereospecific pig liver esterase-catalysed hydrolysis of monocyclic meso-1,2-diesters provides a convenient preparative route to both enantiomers of useful chiral lactones and demonstrates a sharply defined and unprecedented ring-size-mediated reversal of stereospecificity.

BICYCLIC COMPOUNDS AS INHIBITORS OF PD1/PD-L1 INTERACTION/ACTIVATION

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Paragraph 00098, (2019/10/04)

The compounds of Formula I is described herein along with their polymorphs, stereoisomers, tautomers, prodrugs, solvates, and pharmaceutically acceptable salts thereof. The compounds described herein, their polymorphs, stereoisomers, tautomers, prodrugs, solvates, and pharmaceutically acceptable salts thereof are bicyclic compounds that are inhibitors of PD-1/PD-L1 interaction/activation.

Enantioselective acyl-transfer catalysis by fluoride ions

Craig, Ryan,Litvajova, Mili,Cronin, Sarah A.,Connon, Stephen J.

supporting information, p. 10108 - 10111 (2018/09/18)

The asymmetric nucleophilic catalysis by fluoride ions at a carbon-based electrophile has been demonstrated for the first time. Using a library of ad hoc designed bifunctional phase-transfer catalysts in which both the anion and the cation are directly involved in the reaction, the desymmetrisation of meso-succinic and -glutaric anhydrides is possible.19F NMR spectroscopic studies support the intermediacy of an acyl fluoride intermediate.

CYCLOPROPANECARBOXYLIC ACID GPR120 MODULATORS

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Page/Page column 0309; 0310, (2017/09/21)

The present invention provides compounds of Formula (I): or a stereoisomer, or a pharmaceutically acceptable salt thereof, wherein all of the variables are as defined herein. These compounds are GPR120 G protein coupled receptor modulators which may be used as medicaments

PHENYL-(AZA)CYCLOALKYL CARBOXYLIC ACID GPR120 MODULATORS

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Paragraph 00269, (2016/04/20)

The present invention provides compounds of Formula (I): or a stereoisomer, or a pharmaceutically acceptable salt thereof, wherein all of the variables are as defined herein. These compounds are GPR120 G protein-coupled receptor modulators which may be used as medicaments.

AROMATIC RING COMPOUND

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Paragraph 0304, (2015/03/28)

The present invention provides an aromatic ring compound having a melanin-concentrating hormone receptor antagonistic action and useful as an agent for the prophylaxis or treatment of obesity and the like. The present invention relates to a compound represented by the formula wherein each symbol as defined in the specification, or a salt thereof.

(2R,1'S,2'R)- And (2S,1'S,2'R)-3-[2-mono(di,tri)fluoromethylcyclopropyl] alanines and their incorporation into hormaomycin analogues

De Meijere, Armin,Kozhushkov, Sergei I.,Yufit, Dmitrii S.,Grosse, Christian,Kaiser, Marcel,Raev, Vitaly A.

supporting information, p. 2844 - 2857 (2015/02/19)

Efficient and scalable syntheses of enantiomerically pure (2 R ,1' S ,2' R )- and (2 S ,1' S ,2' R )-3-[2-mono(di,tri)fluoromethylcyclopropyl] alanines 9a - c , as well as allo-D-threonine ( 4 ) and ( 2 S,3R)-β-methylphenylalanine (3), using the Belokon' approach with (S )- and (R )-2-[( N-benzylprolyl)amino]benzophenone [(S)- and (R)-10 ] as reusable chiral auxiliaries have been developed. Three new fluoromethyl analogues of the naturally occurring octadepsipeptide hormaomycin ( 1 ) with (fluoromethylcyclopropyl) alanine moieties have been synthesized and subjected to preliminary tests of their antibiotic activity.

NOVEL HEPATITIS C VIRUS INHIBITORS

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Page/Page column 131; 132, (2013/07/05)

The invention provides compounds of formula (I): wherein Rings A and A' are independently 5-membered optionally substituted aromatic heterocycles; Q is C(=O)NR1R1' or formula U is C(R4)2, O, S, S(=O)2, C(R4)2C(R4)2, CH2O, OCH2, CH2S, SCH2, CH2S(=O)2, S(=O)CH2 or C=C(Ru )2; X is CH2, CHR12, CR12R12, O, S, S(=O)2 or NRx; m is 0, 1, 2 or 3; n is 0, 1, 2 or 3; the other variables are as defined in the claims, which are of use in the treatment or prophylaxis of hepatitis C virus infection, and related aspects.

A new structural motif for bifunctional bronsted acid/base organocatalysis

Wakchaure, Vijay N.,List, Benjamin

supporting information; experimental part, p. 4136 - 4139 (2010/08/07)

"Chemical equation presented" Naturally synthetic: Acid/base catalyst (S)-I can be used in highly enantioselective alcoholytic desymmetrizations of meso anhydrides. For example, the methanolysis of cyclobutane anhydride deriva-tive 2 gave hemiester 3 in 99:1 e.r. (see scheme). Ester 3 was used in a short enantioselective synthesis of (+ )-grandisol.

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