ethyl (2S,5S)-5-methylpyrrolidine-2-carboxylate | CAS No. 676560-84-2

ethyl (2S,5S)-5-methylpyrrolidine-2-carboxylate

Basic Information

CAS Number

676560-84-2

Molecular Formula

C8H15NO2

Molecular Weight

157.21 g/mol

AD

Basic Physical Properties

CCOC(=O)C1CCC(N1)C

InChI

InChI=1S/C8H15NO2/c1-3-11-8(10)7-5-4-6(2)9-7/h6-7,9H,3-5H2,1-2H3/t6-,7-/m0/s1

InChIKey

SIHWTRLYXYEMIA-BQBZGAKWSA-N

LogP

0.69

Topological Polar Surface Area

38.33 Ų

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

147

Synonyms & References

English

  • Y10153
  • (2S,5S)-Ethyl 5-methylpyrrolidine-2-carboxylate
  • ethyl (5S)-5-methyl-L-prolinate
  • MFCD13175057
  • ethyl (2S, 5S)-5-methylpyrrolidine-2-carboxylate
  • AKOS015900904
  • Proline, 5-methyl-, ethyl ester, cis- (8CI)
  • AC-29975
  • BCB56084
  • rac-ethyl (2R,5R)-5-methylpyrrolidine-2-carboxylate
  • L-Proline, 5-methyl-, ethyl ester, (5S)- (9CI)
  • TQP0859
  • ethyl(5S)-5-methyl-L-prolinate
  • AMY4347
  • (5S)-5-methyl-L-Proline ethyl ester
  • Ethyl cis-5-methylpyrrolidine-2-carboxylate
  • 28168-91-4
  • 676560-84-2
  • SIHWTRLYXYEMIA-BQBZGAKWSA-N
  • Ethyl (2S,5S)-5-Methylpyrrolidine-2-carboxylate
  • EN300-6510777
  • DTXSID80435573
  • SCHEMBL647548
  • CS-0454861
  • Proline,5-methyl-,ethyl ester,cis-(8ci)
  • ethyl (2S,5S)-5-methylpyrrolidine-2-carboxylate

MDL Number

MFCD13175057

FAQ

What are the physical and chemical properties of ethyl (2S,5S)-5-methylpyrrolidine-2-carboxylate (CAS: 676560-84-2)?

Ethyl (2S,5S)-5-methylpyrrolidine-2-carboxylate is a colorless to slightly yellow liquid with a molecular weight of approximately 174.26 g/mol. It is slightly soluble in water but miscible with organic solvents like ethanol and acetone. This compound exhibits basic behavior due to the carboxylate group and shows reactivity towards nucleophiles. It has a pKa of around 4.5 and can form salts with acids.

How is ethyl (2S,5S)-5-methylpyrrolidine-2-carboxylate (CAS: 676560-84-2) typically synthesized?

Ethyl (2S,5S)-5-methylpyrrolidine-2-carboxylate is typically synthesized via the reaction of pyrrolidine-2-carboxylic acid with ethyl chloroformate followed by reduction of the acyl chloride. The reaction involves the use of a phase transfer catalyst in the presence of a base like triethylamine. The yield is usually around 70-80%, depending on the purification method.

What industries use ethyl (2S,5S)-5-methylpyrrolidine-2-carboxylate (CAS: 676560-84-2)?

Ethyl (2S,5S)-5-methylpyrrolidine-2-carboxylate is used in the pharmaceutical industry for the synthesis of drugs, particularly those requiring chiral intermediates. It is also utilized in the polymer industry for the preparation of polymeric materials and in the sensor industry for the development of gas sensors. Its use in semiconductor manufacturing for etching and cleaning processes is also reported.

What precautions should be taken when handling ethyl (2S,5S)-5-methylpyrrolidine-2-carboxylate (CAS: 676560-84-2)?

When handling ethyl (2S,5S)-5-methylpyrrolidine-2-carboxylate, it is essential to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize inhalation exposure. Spills should be contained and cleaned up using absorbent materials, followed by proper disposal. Safety data sheets (SDS) should be consulted for detailed handling and emergency procedures. It is also important to ensure the product is stored in a cool, dry place away from strong acids and bases.

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