2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-hydroxy-, 1,1-dimethylethyl ester, (1R,4R,5R)-rel- | CAS No. 198835-07-3

2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-hydroxy-, 1,1-dimethylethyl ester, (1R,4R,5R)-rel-

Basic Information

CAS Number

198835-07-3

Molecular Formula

C11H19NO3

Molecular Weight

213.27 g/mol

AD

Basic Physical Properties

O[C@@H]1C[C@H]2C[C@@H]1CN2C(=O)OC(C)(C)C

InChI

InChI=1S/C11H19NO3/c1-11(2,3)15-10(14)12-6-7-4-8(12)5-9(7)13/h7-9,13H,4-6H2,1-3H3/t7-,8-,9-/m1/s1

InChIKey

HDPGSWMTDGGUEB-IWSPIJDZSA-N

LogP

1.3766

Topological Polar Surface Area

49.769999999999996 Ų

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

272

Synonyms & References

English

  • (1R,4R,5R)-rel-tert-Butyl 5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate
  • (1r,4r,5r)-rel-tertbutyl 5hydroxy2azabicyclo[2.2.1]heptane2carboxylate
  • (1R,4R,5R)-Tert-Butyl 5-Hydroxy-2-Azabicyclo[2.2.1]Heptane-2-Carboxylate
  • rel-tert-butyl (1S,4S,5R)-5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate
  • rel-(1S,4S,5R)-2-Boc-5-hydroxy-2-azabicyclo[2.2.1]heptane
  • rel-((1S,4S,5R)-tert-Butyl 5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate)
  • Rel-t-butyl (1S,4S,5R)-5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate
  • tert-butyl endo-5-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate

MDL Number

MFCD17016679

FAQ

What are the physical and chemical properties of (1R,4R,5R)-2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-hydroxy-, 1,1-dimethylethyl ester (CAS: 198835-07-3)?

(1R,4R,5R)-2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-hydroxy-, 1,1-dimethylethyl ester is a white crystalline solid with a molecular weight of approximately 260.36 g/mol. It is sparingly soluble in water but readily soluble in organic solvents. This compound exhibits moderate acidity and is prone to hydrolysis. It is less reactive than carboxylic acids but can undergo esterification and other reactions under appropriate conditions.

How is (1R,4R,5R)-2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-hydroxy-, 1,1-dimethylethyl ester (CAS: 198835-07-3) typically synthesized?

(1R,4R,5R)-2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-hydroxy-, 1,1-dimethylethyl ester can be synthesized via a multi-step process starting from 2-azabicyclo[2.2.1]heptane-2-carboxylic acid. Typically, it involves esterification of the acid with 1,1-dimethylethanol in the presence of a catalytic amount of an acid such as hydrochloric acid. The reaction is carried out in an organic solvent like dichloromethane under reflux conditions, followed by purification through recrystallization.

What industries use (1R,4R,5R)-2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-hydroxy-, 1,1-dimethylethyl ester (CAS: 198835-07-3)?

(1R,4R,5R)-2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-hydroxy-, 1,1-dimethylethyl ester is primarily used in the pharmaceutical industry for the synthesis of complex organic compounds. It also finds applications in polymer production, where it can serve as a functional monomer. Additionally, it is used in the development of sensors and as a precursor in semiconductor manufacturing processes.

What precautions should be taken when handling (1R,4R,5R)-2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-hydroxy-, 1,1-dimethylethyl ester (CAS: 198835-07-3)?

When handling (1R,4R,5R)-2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-hydroxy-, 1,1-dimethylethyl ester, it is important to use appropriate Personal Protective Equipment (PPE) including safety goggles, gloves, and lab coats. Handle in a well-ventilated area or fume hood to avoid inhalation. Spills should be cleaned up using appropriate absorbent material and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.

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