657397-04-1

Usage

Uses

Used in Pharmaceutical Industry:
Carbamic acid, [(1S)-4-oxo-2-cyclopenten-1-yl]-, 1,1-dimethylethyl ester (9CI) is used as a reagent in organic synthesis for the development of pharmaceutical compounds. Its unique structure and properties make it a valuable component in the synthesis of various drugs, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical industry, Carbamic acid, [(1S)-4-oxo-2-cyclopenten-1-yl]-, 1,1-dimethylethyl ester (9CI) is utilized as a reagent in the synthesis of agrochemical products. Its application in this field aids in the development of pesticides, herbicides, and other agricultural chemicals, enhancing crop protection and yield.
It is important to handle this chemical with care and follow proper safety precautions as it may have hazardous effects if not used properly.

Upstream product

• 201054-55-9 (+)-(1R,4S)-1-hydroxy-4-[(tert-butoxycarbonyl)amino]-2-cyclopentene 
• 135827-32-6 (1S,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-cyclopent-2-enol 
• 198572-71-3 N-(tert-butoxycarbonyl)-2-nitrobenzenesulfonamide 
• 182801-94-1 tert-butyl(diphenyl)silyl 3-cyclopenten-1-yl ether 
• 817210-65-4 trans-3-(tert-butyldiphenylsilyloxy)-6-oxa-bicyclo[3.1.0]hexane 
• 817210-67-6 [4-(tert-butyl-diphenyl-silanyloxy)-cyclopent-2-enyl]-carbamic acid tert-butyl ester 
• 817210-66-5 C₃₂H₃₈N₂O₇SSi 
• 657397-03-0 (2R,4S)-acetic acid 4-tert-butoxycarbonylaminocyclopent-2-enyl ester 

Relevant academic research and scientific papers

Concise synthesis of 4-acylamino analogues of 2-aminobicyclo[3.1.0]hexane- 2,6-dicarboxylic acids (LY354740) from an acylnitroso Diels-Alder cycloadduct

Concise total syntheses of 4-acylamino analogues of LY354740 were accomplished employing an N-Boc acylnitroso Diels-Alder cycloadduct as the starting material. The syntheses involved N-O bond cleavage, oxidation, intermolecular cyclopropanation, Bucherer-

Chiral base route to functionalised cyclopentenyl amines: Formal synthesis of the cyclopentene core of nucleoside Q

A chiral base route to a range of highly functionalised amino cyclopentenes has been developed. The key asymmetric step involved the chiral lithium amide base-mediated rearrangement of a protected trans-4-hydroxy cyclopentene oxide to give an allylic alcohol (88% ee). Subsequent Overman rearrangement gave a protected trans-1,2-aminocyclopentenol whereas Mitsunobu substitution with BocNHNs gave a protected cis-amino cyclopentenol. Both are proven intermediates for natural product synthesis. The protected cis-aminocyclopentenol was transformed in a few steps into a precursor of the cyclopentene core of nucleoside Q, a natural product whose deficiency in animals is related to tumour growth.

Synthesis of 4-azacyclopent-2-enones and 5,5-dialkyl-4-azacyclopent-2- enones

Three different methods are reported for the preparation of 4-azacyclo-2-enones 1, two of which allow the preparation of the compounds in optically active form. In addition, a facile route to 4-aza-5,5- dimethylcyclopent-2-enones 2 is disclosed.

IMPROVEMENTS IN PHARMACEUTICALLY USEFUL COMPOUNDS

A compound of formula (I) or (II): wherein A is hydrogen or CR1R2; Y and Z are each, independently, hydrogen or a halogen;X is -NR4R5, or R7; R1 is hydrogen, or a substituted or unsubstituted alkyl or alkenyl group containing 1-4 carbon atoms; when X is -NR4R5, R2 is a substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms; when X is R7, R2 is an unsubstituted alkyl, alkenyl or alkynyl group, or a substituted or unsubstituted aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms; R3 is a substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms; R4 is hydrogen, a substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms, -COOR8, or -COR8; R5 is hydrogen, or a substituted or unsubstituted alkyl or alkenyl group containing 1-5 carbon atoms; R7 is an unsubstituted alkyl, alkenyl, or alkynyl group, that contains 1-4 carbon atoms; and, R8 is an unsubstituted or halo-substituted alkyl, aryl, or aralkyl group, that contains 1-12 carbon atoms.