Ethyl 5-oxo-D-prolinate

Basic Information

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CAS Number

68766-96-1

Molecular Formula

C7H11NO3

Molecular Weight

157.17 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

49-53 °C

Boiling Point

176 °C/12 mmHg

Density

1.2483 (rough estimate)

Refractive Index

n20/D 1.478(lit.)

Specific Rotation

3.5 º (c=5, H2O)

SMILES

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CCOC(=O)C1CCC(=O)N1

InChI

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

InChIKey

QYJOOVQLTTVTJY-RXMQYKEDSA-N

LogP

-0.1719000000000001

Topological Polar Surface Area

55.400000000000006 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

179

Synonyms & References

English

(R)-(-)-5-Ethylcarboxyl-2-pyrrolidinone
SCHEMBL80480
J-300312
D-proline, 5-oxo-, ethyl ester
(R)-5-Oxopyrrolidine-2-carboxylic Acid Ethyl Ester
QYJOOVQLTTVTJY-RXMQYKEDSA-N
AKOS005256916
Ethyl (R)-(-)-2-pyrrolidone-5-carboxylate, 98%
AMY25307
MFCD00010848
(R)-ethyl 5-oxopyrrolidin-2-carboxylate
ethyl 5-oxo-D-prolinate
68766-96-1
ethyl (R)-5-oxopyrrolidine-2-carboxylate
EN300-2989562
5-Oxo-D-proline Ethyl Ester
Ethyl D-(-)-pyroglutamate
Ethyl (R)-(-)-2-pyrrolidone-5-carboxylate
CS-W002063
(R)-ETHYL 5-OXOPYRROLIDINE-2-CARBOXYLATE
DS-15313
D-PyrOEt
ethyl (2R)-5-oxopyrrolidine-2-carboxylate
InChI=1/C7H11NO3/c1-2-11-7(10)5-3-4-6(9)8-5/h5H,2-4H2,1H3,(H,8,9)/t5-/m1/s
D-Pyr-OEt
(R)-5-oxo-pyrrolidine-2-carboxylic acid ethyl ester
D-Pyroglutamic acid ethyl ester, puriss., >=99.0% (sum of enantiomers, HPLC)
(R)-ethyl 5-oxo-pyrrolidine-2-carboxylate
H-D-PYR-OET
ethyl(R)-5-oxopyrrolidine-2-carboxylate
5-Oxo-2-pyrrolidine-carboxylic acid, ethyl ester

MDL Number

MFCD00010848

FAQ

What are the physical and chemical properties of Ethyl 5-oxo-D-prolinate (CAS: 68766-96-1)?

Ethyl 5-oxo-D-prolinate (CAS: 68766-96-1) is a colorless liquid at room temperature. It has a molecular weight of approximately 176.22 g/mol. This compound is soluble in water and organic solvents. It is chemically reactive, especially towards nucleophiles and reducing agents.

How is Ethyl 5-oxo-D-prolinate (CAS: 68766-96-1) typically synthesized?

Ethyl 5-oxo-D-prolinate is typically synthesized via a condensation reaction between 5-oxo-D-proline and ethyl acetoacetate. The reaction is catalyzed by a strong base, such as sodium hydride, and proceeds with a high yield of 85-90%. The product can be isolated by recrystallization from an appropriate solvent.

What industries use Ethyl 5-oxo-D-prolinate (CAS: 68766-96-1)?

Ethyl 5-oxo-D-prolinate (CAS: 68766-96-1) is used in the pharmaceutical and chemical industries for the synthesis of various bioactive compounds. It is also utilized in polymer synthesis and some sensor applications due to its reactivity and functional groups.

What precautions should be taken when handling Ethyl 5-oxo-D-prolinate (CAS: 68766-96-1)?

When handling Ethyl 5-oxo-D-prolinate (CAS: 68766-96-1), it is crucial to use proper personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and heat sources. In case of spill, it should be cleaned up using appropriate absorbent materials. Always consult the Safety Data Sheet (SDS) for detailed handling instructions.