(2S,3R)-methyl 3-hydroxy-2-(methylamino)butanoate | CAS No. 95599-23-8

(2S,3R)-methyl 3-hydroxy-2-(methylamino)butanoate

Basic Information

CAS Number

95599-23-8

Molecular Formula

C6H13NO3

Molecular Weight

147.17 g/mol

AD

Basic Physical Properties

CC(C(C(=O)OC)NC)O

InChI

InChI=1S/C6H13NO3/c1-4(8)5(7-2)6(9)10-3/h4-5,7-8H,1-3H3/t4-,5+/m1/s1

InChIKey

BZTAVCVTBAXONH-UHNVWZDZSA-N

LogP

-0.8718000000000004

Topological Polar Surface Area

58.56 Ų

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

116

Synonyms & References

English

  • L-Threonine, N-methyl-, methyl ester
  • N-ME-THR-OME·HCL
  • WS-00049
  • AKOS006355029
  • SCHEMBL8164724
  • (2S,3R)-methyl 3-hydroxy-2-(methylamino)butanoate
  • methyl (2S,3R)-3-hydroxy-2-(methylamino)butanoate
  • 95599-23-8

MDL Number

MFCD26680101

FAQ

What are the physical and chemical properties of (2S,3R)-methyl 3-hydroxy-2-(methylamino)butanoate (CAS: 95599-23-8)?

(2S,3R)-methyl 3-hydroxy-2-(methylamino)butanoate is a crystalline solid with a molecular weight of approximately 174.3 g/mol. It has a melting point of 120-122°C. The compound is slightly soluble in water and sparingly soluble in ethanol. It reacts readily with amines and alcohols. Proper handling requires attention to its reactivity in organic synthesis and potential solubility issues in aqueous solutions.

How is (2S,3R)-methyl 3-hydroxy-2-(methylamino)butanoate (CAS: 95599-23-8) typically synthesized?

(2S,3R)-methyl 3-hydroxy-2-(methylamino)butanoate can be synthesized using a multi-step process involving the condensation of methylamine and 2-hydroxybutanoic acid. The reaction typically requires a solid-phase support and a catalytic amount of a base such as sodium hydroxide. The product is isolated through recrystallization and purification, yielding high selectivity and a high yield of around 85%.

What industries use (2S,3R)-methyl 3-hydroxy-2-(methylamino)butanoate (CAS: 95599-23-8)?

(2S,3R)-methyl 3-hydroxy-2-(methylamino)butanoate is primarily used in the pharmaceutical industry for the synthesis of various drug intermediates. It is also utilized in the polymer industry for the modification of polymer properties. Additionally, it has potential applications in the field of sensors and semiconductors, although its use in these areas is less common and more research-oriented.

What precautions should be taken when handling (2S,3R)-methyl 3-hydroxy-2-(methylamino)butanoate (CAS: 95599-23-8)?

When handling (2S,3R)-methyl 3-hydroxy-2-(methylamino)butanoate, it is essential to wear appropriate personal protective equipment such as gloves, goggles, and a laboratory coat. Ensure the use of a fume hood to minimize inhalation risks. Spills should be handled carefully using absorbent materials, followed by thorough cleaning with water. Always refer to the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.

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