Methyl 1-methyl-5-oxo-D-prolinate

Basic Information

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CAS Number

122742-14-7

Molecular Formula

C7H11NO3

Molecular Weight

157.17 g/mol

Basic Physical Properties

Boiling Point

264 ºC

Flash Point

113 ºC

Refractive Index

1.476

SMILES

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CN1C(CCC1=O)C(=O)OC

InChI

InChI=1S/C7H11NO3/c1-8-5(7(10)11-2)3-4-6(8)9/h5H,3-4H2,1-2H3/t5-/m1/s1

InChIKey

ABAOXDQXQHQRFA-RXMQYKEDSA-N

LogP

-0.21980000000000022

Topological Polar Surface Area

46.61000000000001 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

190

Synonyms & References

English

BS-19509
AMY13598
EN300-374715
SCHEMBL1587388
Methyl 1-methyl-5-oxo-D-prolinate
ABAOXDQXQHQRFA-RXMQYKEDSA-N
DTXSID60494067
122742-14-7
AKOS006319193
1-Methyl-5-oxo-D-proline methyl ester
methyl (2R)-1-methyl-5-oxopyrrolidine-2-carboxylate
(R)-Methyl 1-methyl-5-oxopyrrolidine-2-carboxylate
D-Proline, 1-methyl-5-oxo-, methyl ester
METHYL (R)-1-METHYL-5-OXOPYRROLIDINE-2-CARBOXYLATE
1-METHYL-5-OXO-D-PROLINE METHYL ESTER
1-Methyl-5-oxopyrrolidine-2-carboxylate
D-Proline, 1-methyl-5-oxo-, methyl ester (9CI)

MDL Number

MFCD12026426

FAQ

What are the physical and chemical properties of Methyl 1-methyl-5-oxo-D-prolinate (CAS: 122742-14-7)?

Methyl 1-methyl-5-oxo-D-prolinate is a colorless crystalline solid with a molecular weight of approximately 168.22 g/mol. It has a faint, characteristic odor and is soluble in organic solvents like ethanol and acetone, but less so in water. This compound is reactive towards nucleophiles and can undergo various chemical transformations, making it useful in organic synthesis.

How is Methyl 1-methyl-5-oxo-D-prolinate (CAS: 122742-14-7) typically synthesized?

Methyl 1-methyl-5-oxo-D-prolinate can be synthesized by the condensation of 1-methyl-5-oxo-D-proline with methyl acetoacetate in the presence of an acid catalyst. The reaction is selective and yields up to 90% of the desired product, making it a valuable intermediate in the synthesis of D-proline derivatives.

What industries use Methyl 1-methyl-5-oxo-D-prolinate (CAS: 122742-14-7)?

Methyl 1-methyl-5-oxo-D-prolinate is primarily used in the pharmaceutical industry for synthesizing D-proline and related compounds. It is also utilized in the production of polymers and in the development of sensors and semiconductors, where its unique chemical properties make it a valuable component.

What precautions should be taken when handling Methyl 1-methyl-5-oxo-D-prolinate (CAS: 122742-14-7)?

When handling Methyl 1-methyl-5-oxo-D-prolinate, it is essential to wear appropriate personal protective equipment (PPE) including gloves and safety goggles. Work should be conducted in a well-ventilated area or fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate absorbents, and the area should be flushed with water. Always refer to the Safety Data Sheet (SDS) for detailed information on handling and disposal.