189098-29-1 Usage
Description
(6R,7S)-2-Acetyl-2-aza-bicyclo[2.2.1]hept-5-en-3-one is a bicyclic organic compound, specifically a derivative of 7-aminodesacetoxycephalosporanic acid, with a molecular formula of C9H11NO2. It features a unique structure and functional groups that make it a valuable building block in the pharmaceutical industry, particularly for the development of antibiotics.
Uses
Used in Pharmaceutical Industry:
(6R,7S)-2-Acetyl-2-aza-bicyclo[2.2.1]hept-5-en-3-one is used as a key intermediate in the synthesis of various pharmaceuticals, primarily antibiotics. Its unique structure and functional groups allow for the development of drugs that target specific enzymes or biochemical pathways, contributing to the fight against bacterial infections.
Used in Organic Synthesis:
(6R,7S)-2-Acetyl-2-aza-bicyclo[2.2.1]hept-5-en-3-one is also used as a versatile intermediate in organic synthesis due to its chemical properties that enable a range of possible modifications. This makes it a valuable compound for creating new molecules with potential applications in various fields, including medicine, agriculture, and materials science.
Check Digit Verification of cas no
The CAS Registry Mumber 189098-29-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,9,0,9 and 8 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 189098-29:
(8*1)+(7*8)+(6*9)+(5*0)+(4*9)+(3*8)+(2*2)+(1*9)=191
191 % 10 = 1
So 189098-29-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H9NO2/c1-5(10)9-7-3-2-6(4-7)8(9)11/h2-3,6-7H,4H2,1H3
189098-29-1Relevant articles and documents
Method for preparing (1R,4S)-2-azabicyclo[2.2.1]hept-5-ene-3-one derivatives
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, (2008/06/13)
A biotechnological method is described for preparing compounds of the general formulas wherein R1 is acyl or acyloxy and R2 is a hydrogen atom or C1-10 alkyl, comprising the conversion of a lactam of the general formula by means of a hydrolase in the presence of a nucleophile and in the presence of a base in a constant pH range. Also described is the subsequent conversion of the compound of general formula I into the optically active 1-amino-4-(hydroxymethyl)-2-cyclopentene of the formula
A practical enzymatic procedure for the resolution of N-substituted 2- azabicyclo[2.2.1]hept-5-en-3-one
Mahmoudian, Mahmoud,Lowdon, Andrew,Jones, Martin,Dawson, Michael,Wallis, Christopher
, p. 1201 - 1206 (2007/10/03)
A simple and efficient process for the enantioselective resolution of N- substituted 2-azabicyclo[2.2.1]hept-5-en-3-one has been developed using commercially available hydrolytic enzymes. This offers a practical approach for the preparation of enantiomerically pure N-substituted γ-lactams.
