CAS 151792-53-9

2-Azabicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 3-oxo-,1,1-dimethylethyl ester, (1R,4S)-

Description:

2-Azabicyclo[2.2.1]hept-5-ene-2-carboxylic acid, 3-oxo-, 1,1-dimethylethyl ester, (1R,4S)-, is a bicyclic compound characterized by its unique azabicyclic structure, which includes a nitrogen atom in the ring system. This compound features a carboxylic acid derivative with an ester functional group, indicating it is formed from the reaction of an alcohol and a carboxylic acid. The presence of a ketone group (3-oxo) adds to its reactivity and potential applications in organic synthesis. The stereochemistry, denoted by (1R,4S), suggests specific spatial arrangements of its substituents, which can influence its biological activity and interactions. This compound may exhibit properties typical of bicyclic compounds, such as rigidity and potential for conformational isomerism. Its CAS number, 151792-53-9, allows for precise identification in chemical databases. Overall, this compound may be of interest in medicinal chemistry and synthetic organic chemistry due to its structural features and functional groups.

Formula: C₁₁H₁₅NO₃

Synonyms:

• (6R,7S)-2-Boc-2-Aza-Bicyclo[2.2.1]Hept-5-En-3-One

(1R,4S)-tert-Butyl 3-oxo-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate

CAS: 151792-53-9

Formula: C₁₁H₁₅NO₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 209.2417

Ref: IN-DA00ABH7

(1R,4S)-tert-Butyl 3-oxo-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate

CAS: 151792-53-9

(1R,4S)-tert-Butyl 3-oxo-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate

Purity: 98%

Molecular weight: 209.25g/mol

Ref: 54-OR1033669

(1R,4S)-tert-Butyl 3-oxo-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate

CAS: 151792-53-9

Purity: 98%

Molecular weight: 209.11

Ref: 10-F551612

(1R,​4S)​-3-​Oxo-2-​azabicyclo[2.2.1]​hept-​5-​ene-​2-​carboxylic acid 1,​1-​Dimethylethyl Ester

Controlled Product

CAS: 151792-53-9

Applications (1R,​4S)​-3-​Oxo-2-​azabicyclo[2.2.1]​hept-​5-​ene-​2-​carboxylic acid 1,​1-​Dimethylethyl Ester is an intermediate in synthesizing ent-Abacavir (Abacavir EP Impurity A) (A105015), an enatiomer of Abacavir (A105000). Abacavir is a carbocyclic 2'-deoxyguanosine nucleoside reverse transcriptase inhibitor and an anti-HIV drug used to treat HIV infection (1). Intracellular enzymes convert Abacavir to its active form, carbovir-triphosphate (CBV-TP), which then selectively inhibits HIV reverse transcriptase by incorporating into viral DNA (2). Abacavir is metabolized in the liver by uridine diphosphate glucuronyltransferase and alcohol dehydrogenase resulting in inactive glucuronide and carboxylate metabolites, respectively.

Formula: C₁₁H₁₅NO₃

Color and Shape: Neat

Molecular weight: 209.242

Ref: TR-O848430

(1R,4S)-3-Oxo-2-azabicyclo[2.2.1]hept-5-ene-2-carboxylic acid 1,1-Dimethylethyl Ester

CAS: 151792-53-9

Formula: C₁₁H₁₅NO₃

Molecular weight: 209.25

Ref: ST-EA-CP-A1071