182138-16-5 Usage
General Description
(1R,4S)-2-Oxo-7-aza-bicyclo[2.2.1]heptane-7-carboxylic acid benzyl ester is a chemical compound with a bicyclic structure and a carboxylic acid group. The compound also contains a benzyl ester group, which is derived from benzyl alcohol. This chemical is a derivative of the bicyclic compound azetidin-2-one, and its stereochemistry is denoted by the (1R,4S) designation, indicating the configuration of its chiral centers. (1R,4S)-2-Oxo-7-aza-bicyclo[2.2.1]heptane-7-carboxylic acid benzyl ester may have potential applications in pharmaceutical research and drug development, due to the presence of the azetidin-2-one moiety, which is a common structural feature in many bioactive compounds. Additionally, the benzyl ester group may allow for the compound to be used as a building block in organic synthesis, as it can be selectively cleaved to reveal the carboxylic acid functionality. Overall, (1R,4S)-2-Oxo-7-aza-bicyclo[2.2.1]heptane-7-carboxylic acid benzyl ester is a versatile chemical compound with potential utility in both the pharmaceutical and synthetic chemistry fields.
Check Digit Verification of cas no
The CAS Registry Mumber 182138-16-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,2,1,3 and 8 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 182138-16:
(8*1)+(7*8)+(6*2)+(5*1)+(4*3)+(3*8)+(2*1)+(1*6)=125
125 % 10 = 5
So 182138-16-5 is a valid CAS Registry Number.
182138-16-5Relevant articles and documents
Chirospecific synthesis of conformationally constrained 7-azabicycloheptane amino acids by transannular alkylation
Campbell,Rapoport
, p. 6313 - 6325 (2007/10/03)
A new method is reported for the chirospecific preparation of optically pure 1-carboxy-7-azabicycloheptane amino acids for the generation of peptidomimetics as conformational probes. The method allows for the multigram preparation of these amino acid analogues through use of a thiolactam sulfide contraction and a transannular alkylation sequence as the key C-C bond-forming steps, starting from L-glutamic acid. The route provides access to two common intermediates, 7-(benzyloxycarbonyl)-1-carboxy-7-azabicyclo[2.2.1]-3-heptane and (1S,4R)-7-(benzyloxycarbonyl)-1-carboxy-7-azabicyclo[2.2.1]-3-heptanon e tert-butyl ester, for elaboration to symmetrical and chiral amino acid homologues, respectively. Decarboxylation of the C-1 carboxy unit of the latter intermediate also demonstrated the applicability of the method for a short, chirospecific preparation of a (+)-epibatidine intermediate, (1S,4R)-7-(tert-butyloxycarbonyl)-1-carboxy-7-azabicyclo[2.2.1]3-hepta none.
