(1R,3S,4S)-2-Azabicyclo[2.2.1]heptane-3-carboxylic acid

Base Information

• Chemical Name: (1R,3S,4S)-2-Azabicyclo[2.2.1]heptane-3-carboxylic acid
• CAS No.: 171754-02-2
• Molecular Formula: C7H11NO2
• Molecular Weight: 141.17
• European Community (EC) Number: 634-116-3
• Nikkaji Number: J772.987A
• Mol file: 171754-02-2.mol

Synonyms:171754-02-2;(1R,3S,4S)-2-AZABICYCLO[2.2.1]HEPTANE-3-CARBOXYLIC ACID;SCHEMBL6479236;BMVVXSIHLQYXJJ-JKUQZMGJSA-N;MFCD08436673;AKOS006237203;AS-50564;CS-0053613;EN300-33992;P10586;(1alpha,4alpha)-2-Azabicyclo[2.2.1]heptane-3alpha-carboxylic acid;(1R,3S,4S)-2-AZABICYCLO[2.2.1]HEPTANE-3-CARBOXYLICACID

Chemical Property of (1R,3S,4S)-2-Azabicyclo[2.2.1]heptane-3-carboxylic acid

Chemical Property:

• PSA: 49.33000
• LogP: 0.54030
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 141.078978594
• Heavy Atom Count: 10
• Complexity: 169

Purity/Quality:

97% ^*data from raw suppliers

(1R,3S,4S)-2-azabicyclo[2.2.1]heptane-3-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1C(N2)C(=O)O
• Isomeric SMILES: C1C[C@@H]2C[C@H]1[C@H](N2)C(=O)O

Technology Process of (1R,3S,4S)-2-Azabicyclo[2.2.1]heptane-3-carboxylic acid

There total 10 articles about (1R,3S,4S)-2-Azabicyclo[2.2.1]heptane-3-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(1S,3S,4R)-2-((R)-1-Phenyl-ethyl)-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid benzyl ester (171563-64-7) → (1S,3S,4R)-2-azabicyclo<2.2.1>heptane-3-carboxylic acid (171754-02-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 24h; under 3800 Torr; Ambient temperature;

DOI:10.1016/0040-4039(96)01664-4

Reference yield:

(1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester (214910-41-5,245429-73-6,385808-62-8) → (1S,3S,4R)-2-azabicyclo<2.2.1>heptane-3-carboxylic acid (171754-02-2)

Guidance literature:

With hydrogenchloride; water; Inert atmosphere;

Reference yield:

(1R,3R,4S)-2-<(1S)-phenylethyl>-2-aza-bicyclo<2.2.1>hept-5-ene-3-carboxylic acid ethyl ester (223505-12-2) → (1S,3R,4R)-2-aza-bicyclo-[2.2.1]-heptane-3-carboxylic acid (171754-03-3,171754-02-2)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen; palladium on activated charcoal / ethanol

2: sodium hydroxide / dimethyl sulfoxide

With palladium on activated charcoal; hydrogen; sodium hydroxide; In ethanol; dimethyl sulfoxide;

DOI:10.3390/molecules26175166

upstream raw materials:

(1S,3S,4R)-2-((R)-1-Phenyl-ethyl)-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid benzyl ester

ethyl (1R,3S,4S)-2-<(R)-1-phenylethyl>-2-azabicyclo<2.2.1>heptane-3-exo-carboxylate

(1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester

(1S,3S,4R)-2-((R)-1-phenyl-ethyl)-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid ethyl ester

Downstream raw materials:

(1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 2-tert-butyl ester

(1S,3R,4R)-3-(4',5'-dihydro-5',5'-dimethyl-1',3'-oxazol-2'-yl)-2-aza-bicyclo-[2.2.1]-heptane

(1S,3R,4R)-N-tert-butoxycarbonyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid

(1R,3S,4S)-2-(tert-butoxycarbonyl)-2-azabicyclo[2.2.1]heptane-3-carboxylic acid