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L11711 (S)-(-)-2-Pyrrolidinone-5-carboxylic acid, 98+%

CAS Number
98-79-3
Synonyms
L-Pyroglutamic acid
H-Pyr-OH

Stock No. Size Price ($) Quantity Availability
L11711-14 25g 21.20
L11711-22 100g 54.80
L11711-36 500g 199.00
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(S)-(-)-2-Pyrrolidinone-5-carboxylic acid, 98+%

MDL
MFCD00005272
EINECS
202-700-3

Chemical Properties

Formula
C5H7NO3
Formula Weight
129.12
Melting point
158-162°
Storage & Sensitivity
Ambient temperatures.
Solubility
Soluble in water (10-15% at 20°C), alcohol, acetone, dimethyl sufoxide and methanol.

Applications

(S)-(-)-2-Pyrrolidinone-5-carboxylic acid is used as a building block for pharmaceuticals and asymmetric synthesis. It Is also used as a resolving agent for chiral bases and in an efficient synthesis of quinolizidine and indolizidine alkaloids.

Notes

Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents.

Literature References

Liang Wang.; Xiangju Meng.; Bin Wang.; Wenyang Chi.; Feng-Shou Xiao. Pyrrolidone-modified SBA-15 supported Au nanoparticles with superior catalytic properties in aerobic oxidation of alcohols. Chem. Commun. 2010, 46 (27), 5003-5005.

Liang Wang.; Hong Wang.; Prokop Hapala.; Longfeng Zhu.; Limin Renb, Xiangju Meng.; James P. Lewis.; Feng-Shou Xiao. Superior catalytic properties in aerobic oxidation of olefins over Au nanoparticles on pyrrolidone-modified SBA-15. Journal of Catalysis. 2011, 281 (1), 30-393.

Resolving agent for chiral bases: Helv. Chim. Acta, 41, 181 (1958). Versatile chiral starting material:

Reduction to the alcohol followed by reaction with benzaldehyde gives a bicyclic lactam which is a useful chiral synthon: J. Org. Chem., 51, 3140 (1986); Tetrahedron Lett., 32, 1379 (1991):

For use in an efficient synthesis of quinolizidine and indolizidine alkaloids, see: J. Org. Chem., 60, 717 (1995).

GHS Hazard and Precautionary Statements

Hazard Statements: H318

Causes serious eye damage.

Precautionary Statements: P280-P305+P351+P338-P310

Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician.

Other References

Merck
14,8001
Beilstein
82132
Harmonized Tariff Code
2933.79
TSCA
Yes
RTECS
TW3710000

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