220093-41-4

Basic information

• Product Name: 2-Azabicyclo[2.2.1]heptane-3-carboxylicacid,methylester,(1R,3S,4S)-rel-(9CI)
• Synonyms: 2-Azabicyclo[2.2.1]heptane-3-carboxylicacid,methylester,(1R,3S,4S)-rel-(9CI)
• CAS NO: 220093-41-4
• Molecular Formula: C8H13NO2
• Molecular Weight: 155.19432
• Product Categories: GLYCINESCAFFOLD;CARBOXYLICESTER;PYRROLE
• Mol File: 220093-41-4.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Azabicyclo[2.2.1]heptane-3-carboxylicacid,methylester,(1R,3S,4S)-rel-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Azabicyclo[2.2.1]heptane-3-carboxylicacid,methylester,(1R,3S,4S)-rel-(9CI)(220093-41-4)
• EPA Substance Registry System: 2-Azabicyclo[2.2.1]heptane-3-carboxylicacid,methylester,(1R,3S,4S)-rel-(9CI)(220093-41-4)

Safety Data

• Hazardous Substances Data: 220093-41-4(Hazardous Substances Data)

Usage

Properties

1. Chemical compound with a complex molecular structure
2. Form of the amino acid proline
3. Used in organic synthesis and pharmaceutical research
4. Chiral building block in the synthesis of pharmaceuticals and biological compounds

Specific content

1. Name: 2-Azabicyclo[2.2.1]heptane-3-carboxylic acid, methyl ester, (1R,3S,4S)-rel-(9CI)
2. Molecular structure: Complex and chiral
3. Usage: Organic synthesis and pharmaceutical research
4. Role: Valuable tool for creating complex chemical compounds and studying biological processes

Upstream product

• 130194-96-6 (1S,3S,4R)-2-[(1R)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid methyl ester 
• 130195-74-3 (1R,3R,4S)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid methyl ester 
• 134795-25-8 (1R,3R,4S)-N-tert-butoxycarbonyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid 
• 542-92-7 cyclopenta-1,3-diene 
• 141232-74-8 rac-(1S,3S,4R)methyl 2-benzyl-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate 
• 141232-74-8 methyl (2-benzyl-2-azabicyclo[2.2.1]hept-5-ene)-3-carboxylate 
• 99940-87-1 2-carbobenzyloxy-3-carbomethoxy-2-azabicyclo<2.2.1>hept-5-ene 

Downstream Products

• 1256383-55-7 methyl ((S)-1-((1R,3S,4S)-3-(5-(4-bromophenyl)-1H-imidazol-2-yl)-2-azabicyclo[2.2.1]heptan-2-yl)-3-methyl-1-oxobutan-2-yl)carbamate 
• 1256387-76-4 (1R,3S,4S)-tert-butyl 3-(6-(4'-(2-((S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)-1Himidazol-5-yl)biphenyl-4-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate 
• 1256387-73-1 3-(2-amino-4-bromo-phenylcarbamoyl)-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester 
• 134795-25-8 (1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 2-tert-butyl ester 
• 1256383-53-5 (1R,3S,4S)-tert-butyl 3-(5-(4-bromophenyl)-1H-imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate 
• 1256383-56-8 methyl ((S)-3-methyl-1-oxo-1-((1R,3S,4S)-3-(5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)-2-azabicyclo[2.2.1]heptan-2-yl)butan-2-yl)carbamate 
• 1256383-58-0 methyl (S)-1-((S)-2-(5-(4'-(2-((1R,3S,4S)-2-((S)-2-(acetoxyamino)-3-methylbutanoyl)-2-azabicyclo[2.2.1]heptan-3-yl)-1H-imidazol-5-yl)biphenyl-4-yl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate 
• 1256387-74-2 (1R,3S,4S)-3-(6-bromo-1H-benzimidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester 
• 1256387-75-3 (1R,3S,4S)-tert-butyl 3-(6-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate 
• 1256387-78-6 methyl (S)-1-((S)-2-(5-(4'-(2-((1R,3S,4S)-2-((S)-2-(acetoxyamino)-3-methylbutanoyl)-2-azabicyclo[2.2.1]heptan-3-yl)-1H-benzo[d]imidazol-6-yl)biphenyl-4-yl)-1Himidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate 
• 1256387-87-7 (1R,3S,4S)-3-[6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylic acid 1,1-dimethylethyl ester 
• 1256388-51-8 methyl [(2S)-1-{(6S)-6-[5-(9,9-difluoro-7-{2-[(1R,3S,4S)-2-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-2-azabicyclo[2.2.1]-hept-3-yl]-1H-benzimidazol-6-yl}-9H-fluoren-2-yl)-1H-imidazol-2-yl]-5-azaspiro[2.4]hept-5-yl}-3-methyl-1-oxobutan-2-yl]carbamate 
• 1181573-36-3 (1R,3S,4S)-2-azabicyclo[2.2.1]heptane-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester 
• 134795-25-8 (1R,3R,4S)-N-tert-butoxycarbonyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid 

Relevant articles and documents

MACROCYCLIC INHIBITORS OF PEPTIDYLARGININE DEIMINASES

The present disclosure relates to novel compounds for use in therapeutic treatement of a disease associated with peptidylarginine deiminases (PADs), such as peptidylarginine deiminase type 4 (PAD4). The present disclosure also relates to processes and intermediates for the preparation of such compounds, methods of using such compounds and pharmaceutical compositions comprising the compounds described herein.

Method for reducing content of diastereoisomer impurity in Ledipasvir intermediate

The invention discloses a method for reducing content of a diastereoisomer impurity (Ia) in a Ledipasvir intermediate (1R,3S,4S)-N-t-butyloxycarboryl-2-azabicyalo[2.2.1]heptane-3-carboxylic acid (I). The method comprises the steps of firstly taking a crude product of a compound shown as a formula (I) and containing the diastereoisomer impurity (Ia), dissolving in an organic solvent, adding alkaline organic amine to react with the crude product, separating out a solid, and filtering to obtain an amine salt of the compound shown as the formula (I); acidizing the obtained amine salt in an aqueous phase solution; extracting an obtained aqueous phase, separating out a solid, and separating to obtain the high-purity Ledipasvir intermediate (I). The product obtained by the method has a de value up to more than 99.5 percent, and the yield of more than 80 percent; reaction conditions in the method are mild, raw materials are easy to get, and the method is suitable for industrial application.

Direct asymmetric aldol reactions promoted by (1R, 3S, 4S)-2-aza-bicyclo[2.2.1]heptane-3-carboxylic acid as an organocatalyst

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