918411-46-8

Basic information

• Product Name: 2S-7-Aza-bicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl ester
• Synonyms: (1S,2S,4R)-7-(TERT-BUTOXYCARBONYL)-7-AZABICYCLO[2.2.1]HEPTANE-2-CARBOXYLIC ACID;7-Azabicyclo[2.2.1]heptane-2,7-dicarboxylic acid, 7-(1,1-diMethylethyl) ester, (1S,2S,4R)-;2S-7-Aza-bicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl ester;rac-(1S,2S,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid
• CAS NO: 918411-46-8
• Molecular Formula: C₁₂H₁₉NO₄
• Molecular Weight: 241.28
• Mol File: 918411-46-8.mol

Chemical Properties

• Boiling Point: 371.004°C at 760 mmHg
• Flash Point: 178.177°C
• Appearance: /
• Density: 1.233g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.527
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2S-7-Aza-bicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2S-7-Aza-bicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl ester(918411-46-8)
• EPA Substance Registry System: 2S-7-Aza-bicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl ester(918411-46-8)

Safety Data

• Hazardous Substances Data: 918411-46-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2S-7-Aza-bicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl ester is used as a key intermediate for the synthesis of various pharmaceuticals. Its unique structure allows for the production of diverse functionalized compounds with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2S-7-Aza-bicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl ester serves as a valuable building block for the development of new agrochemicals. Its reactivity and structural features contribute to the creation of innovative compounds with improved performance in agricultural applications.
Used in Organic Chemistry Research:
2S-7-Aza-bicyclo[2.2.1]heptane-2,7-dicarboxylic acid 7-tert-butyl ester is utilized as a starting material in organic chemistry research for the exploration of new synthetic pathways and the development of novel functionalized compounds. Its unique reactivity and structural properties make it an attractive candidate for advancing the field of organic chemistry.

InChI:InChI=1/C12H19NO4/c1-12(2,3)17-11(16)13-7-4-5-9(13)8(6-7)10(14)15/h7-9H,4-6H2,1-3H3,(H,14,15)/t7-,8+,9+/m1/s1

Upstream product

• 181873-33-6 3-bromo-7-aza-bicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylic acid 7-tert-butyl ester 2-methyl ester 
• 1221818-81-0 endo-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid 
• 197080-73-2 (+/-)-methyl endo-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylate 
• 918411-42-4 (1S,2S,4R)-2-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-7-aza-bicyclo[2.2.1]heptane-7-carboxylic acid tert-butyl ester 

Downstream Products

• 918411-58-2 (1S,2S,4R)-7-azabicyclo[2.2.1]heptane-2,7-dicarboxylic acid 2-benzyl ester 7-(9H-fluoren-9-ylmethyl) ester 
• 918411-71-9 C₂₆H₃₄N₂O₅ 
• 918411-52-6 (1S,2S,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid benzyl ester 

Relevant articles and documents

Oligomers of β-amino acid bearing non-planar amides form ordered structures

In this report, we explore the feasibility of using bicyclic chiral β-amino acids, (1R,2R,4S)- and (1S,2S,4R)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid (R-Ah2c and S-Ah2c, respectively), to prepare novel peptides with unique properties. Facile cis-trans isomerization of the non-planar amide bonds of these β-amino acids should result in great flexibility of the backbone structure of β-peptides containing them. Indeed, oligomers of these amino acids showed thermostability and characteristic CD absorptions, which were not concentration-dependent, suggesting that the oligomers remained monomeric. The results indicated the formation of self-organized monomeric structures with chain-length-dependent stabilization. Energy calculations suggested that the peptides can take helical structures in which the energy barriers to cis-trans isomerization are greater for the central amide bonds than for the terminal amides.