151792-53-9 Usage
Description
(6R,7S)-2-BOC-2-AZA-BICYCLO[2.2.1]HEPT-5-EN-3-ONE, also known as (1R,4S)-3-Oxo-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylic acid 1,1-Dimethylethyl Ester, is an organic compound with a unique bicyclic structure. It is an intermediate in the synthesis of ent-Abacavir (Abacavir EP Impurity A), which is an enantiomer of Abacavir. (6R,7S)-2-BOC-2-AZA-BICYCLO[2.2.1]HEPT-5-EN-3-ONE plays a crucial role in the pharmaceutical industry due to its involvement in the production of anti-HIV drugs.
Uses
Used in Pharmaceutical Industry:
(6R,7S)-2-BOC-2-AZA-BICYCLO[2.2.1]HEPT-5-EN-3-ONE is used as an intermediate in the synthesis of ent-Abacavir (Abacavir EP Impurity A) for the production of Abacavir (A105000), an anti-HIV drug. Abacavir is a carbocyclic 2''-deoxyguanosine nucleoside reverse transcriptase inhibitor that is used to treat HIV infection. It works by being converted into its active form, carbovir-triphosphate (CBV-TP), by intracellular enzymes, which then selectively inhibits HIV reverse transcriptase by incorporating into viral DNA.
In the synthesis process, (6R,7S)-2-BOC-2-AZA-BICYCLO[2.2.1]HEPT-5-EN-3-ONE serves as a key building block, contributing to the development of effective anti-HIV medications. The compound's unique structure and properties make it an essential component in the production of Abacavir, which is metabolized in the liver by uridine diphosphate glucuronyltransferase and alcohol dehydrogenase, resulting in inactive glucuronide and carboxylate metabolites.
Overall, (6R,7S)-2-BOC-2-AZA-BICYCLO[2.2.1]HEPT-5-EN-3-ONE is a vital compound in the pharmaceutical industry, particularly in the development and production of anti-HIV drugs. Its role as an intermediate in the synthesis of ent-Abacavir highlights its importance in the fight against HIV and AIDS, contributing to the development of life-saving medications for patients worldwide.
Check Digit Verification of cas no
The CAS Registry Mumber 151792-53-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,1,7,9 and 2 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 151792-53:
(8*1)+(7*5)+(6*1)+(5*7)+(4*9)+(3*2)+(2*5)+(1*3)=139
139 % 10 = 9
So 151792-53-9 is a valid CAS Registry Number.
151792-53-9Relevant articles and documents
Synthesis of enantiopure 3,5-disubstituted pyrrolidines by ring-opening/cross-metathesis reaction of 2-azanorbornene derivatives
Arjona, Odon,Cabas, Ma Jose,Nieto-Rubio, Jose,Querejeta, Ana
, p. 2079 - 2086 (2006)
A concise method for the synthesis of enantiopure 3,5-disubstituted pyrrolidines from 2-azanorbornene derivatives is described. The method is also applied to the synthesis of 3,5-disubstituted prolines.
Synthesis and evaluation of cyclopentane-based muraymycin analogs targeting MraY
Kwak, Seung-Hwa,Lim, Won Young,Hao, Aili,Mashalidis, Ellene H.,Kwon, Do-Yeon,Jeong, Pyeonghwa,Kim, Mi Jung,Lee, Seok-Yong,Hong, Jiyong
, (2021/02/21)
Antibiotic resistance is one of the most challenging global health issues and presents an urgent need for the development of new antibiotics. In this regard, phospho-MurNAc-pentapeptide translocase (MraY), an essential enzyme in the early stages of peptid
COMPOUNDS TARGETING PRMT5
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Paragraph 0216, (2020/10/20)
Provided herein are compounds of Formula (I), or pharmaceutically acceptable salts thereof, pharmaceutical compositions that include a compound described herein (including pharmaceutically acceptable salts of a compound described herein) and methods of synthesizing the same. Also provided herein are methods of treating diseases and/or conditions with a compound of Formula (I), or a pharmaceutically acceptable salt thereof.
