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98-79-3 - (S)-(-)-2-Pyrrolidinone-5-carboxylic acid, 98+% - L-Pyroglutamic acid - H-Pyr-OH - L11711 - Alfa Aesar

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

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

Size Price ($) Quantity Availability
25g 19.89
100g 53.25
500g 167.18
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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°
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: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. 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. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

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

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