ChemicalBook > CAS DataBase List > Ethyl L-pyroglutamate

Ethyl L-pyroglutamate

Product Name
Ethyl L-pyroglutamate
CAS No.
7149-65-7
Chemical Name
Ethyl L-pyroglutamate
Synonyms
PYR-OET;NSC 7227;pGlu-OEt;H-PYR-OET;NSC 72279;L-Pyr-OEt;Saxaint-A;NSC 166529;L-Pyr-Oet-OH;(S)-+-H-PYR-OET
CBNumber
CB6459440
Molecular Formula
C7H11NO3
Formula Weight
157.17
MOL File
7149-65-7.mol
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Ethyl L-pyroglutamate Property

Melting point:
54-56 °C
alpha 
-3.5 º (c=5, water)
Boiling point:
176 °C12 mm Hg(lit.)
Density 
1.2483 (rough estimate)
refractive index 
1.4310 (estimate)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
Low Melting Solid
pka
14.78±0.40(Predicted)
color 
White to cream
optical activity
[α]19/D +3.3°, c = 10 in ethanol
BRN 
82621
InChI
InChI=1S/C7H11NO3/c1-2-11-7(10)5-3-4-6(9)8-5/h5H,2-4H2,1H3,(H,8,9)/t5-/m0/s1
InChIKey
QYJOOVQLTTVTJY-YFKPBYRVSA-N
SMILES
C(OCC)(=O)[C@@H]1CCC(=O)N1
LogP
-1.390 (est)
CAS DataBase Reference
7149-65-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
F 
3-10
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical
Product number
P2929
Product name
Ethyl L-Pyroglutamate
Purity
min. 98.0 %
Packaging
5G
Price
$36
Updated
2025/07/31
TCI Chemical
Product number
P2929
Product name
Ethyl L-Pyroglutamate
Purity
min. 98.0 %
Packaging
25G
Price
$69
Updated
2025/07/31
TRC
Product number
E901276
Product name
(S)-(+)-5-Ethylcarboxyl-2-pyrrolidinone
Packaging
25g
Price
$1075
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
10020
Product name
(S)-(+)-5-Ethylcarboxyl-2-pyrrolidinone
Packaging
5G
Price
$1880
Updated
2021/12/16
Chem-Impex
Product number
14022
Product name
L-Pyroglutamicacidethylester,98%(HPLC)
Purity
98%(HPLC)
Packaging
1KG
Price
$364
Updated
2021/12/16
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Ethyl L-pyroglutamate Chemical Properties,Usage,Production

Chemical Properties

White to cream low melting solid

Uses

(S)-(+)-5-Ethylcarboxyl-2-pyrrolidinone (cas# 7149-65-7) is a compound useful in organic synthesis.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

64-17-5

98-79-3

7149-65-7

30.0 g (232 mmol) of L-pyroglutamic acid was suspended in 100 mL of anhydrous ethanol and 20 mL (274 mmol, 1.2 eq.) of SOCl2 was slowly added dropwise at 0 °C. After the dropwise addition, the reaction mixture was stirred at 0 °C for 15 h. The reaction mixture was then allowed to warm up naturally to room temperature, resulting in a clarified solution. After completion of the reaction, all volatile components were removed under reduced pressure. The residue was dissolved in 500 mL of ethyl acetate and treated sequentially with K2CO3 and MgSO4 with stirring, removing the desiccant by filtration after each treatment. The solution was filtered through a small amount of silica gel and concentrated under reduced pressure to give 36.0 g (230 mmol, 99% yield) of the target product, ethyl (S)-5-oxopyrrolidine-2-carboxylate, in the form of a yellowish viscous oil. 2.22-2.48 (m, 3H, H-3α, H-4), 2.07-2.22 (m, 1H, H-3β), 1.22 (t, 3H, J = 7.1 Hz, ester CH3).13C-NMR (75 MHz, CDCl3): δ (ppm) = 178.37 (lactam CO), 172.10 (ester CO), 61.58 ( ester CH2), 55.59 (CH), 29.33 (CH2, C-4), 24.77 (CH2, C-3), 14.11 (ester CH3).

References

[1] Angewandte Chemie - International Edition, 2010, vol. 49, # 39, p. 7111 - 7115
[2] Patent: US2011/34438, 2011, A1. Location in patent: Page/Page column 20
[3] Patent: CN107304179, 2017, A. Location in patent: Paragraph 0033-0034
[4] Chemical Communications, 2014, vol. 50, # 68, p. 9690 - 9692
[5] Organic and Biomolecular Chemistry, 2006, vol. 4, # 21, p. 3894 - 3897

Ethyl L-pyroglutamate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Ethyl L-pyroglutamate manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
Ethyl L-pyroglutamate 7149-65-7
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-12-04
Sichuan HongRi Pharma-Tech Co.,Ltd
Product
L-Pyr-Oet 7149-65-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T+
Release date
2024-04-09
Hebei Chuanghai Biotechnology Co,.LTD
Product
Ethyl L-Pyroglutamate 7149-65-7
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-20

7149-65-7, Ethyl L-pyroglutamateRelated Search:

Ethyl acetate Ethyl vanillin Ethyl acrylate Ethylbenzene L-Glutamic acid Ethylparaben RESMETHRIN Povidone iodine Tris(trimethylsilyl)phosphate 2-Pyrrolidinone Polyglutamic acid Polyvinylpyrrolidone Ethyl propionate D-Proline N-Vinyl-2-pyrrolidone 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester Ethanol Ethyl formate

  • ETHYL L-PYROGLUTAMATE
  • ETHYL (S)-PYROGLUTAMATE
  • ETHYL (S)-2-PYRROLIDINONE-5-CARBOXYLATE
  • ETHYL (S)-(+)-2-PYRROLIDONE-5-CARBOXYLATE
  • ETHYL (S)-2-PYRROLIDONE-5-CARBOXYLATE
  • H-PYR-OET
  • ethyl 5-oxo-L-prolinate
  • (S)-(+)-5-Ethylcarboxyl-2-pyrrolidinone
  • 5-Oxo-L-proline Ethyl Ester
  • L-PYROGLUTAMIC ACID ETHYL ESTER
  • 5-OXO-PROLINE ETHYL ESTER
  • PYR-OET
  • SPECS AQ-405/40679537
  • (S)-ETHYL 2-PYRROLIDONE-5-CARBOXYLATE
  • (S)-5-OXOPROLINE ETHYL ESTER
  • Ethyl (2S)-5-Oxopyrrolidine-2-carboxylate
  • NSC 166529
  • NSC 7227
  • ETHYL(S)-(-)-2-PYRROLIDINE-5-CARBOXYLATE
  • ETHYL (S)-(+)-2-OXO-PYRROLIDINE-5-CARBOXYLATE
  • (S)-+-H-PYR-OET
  • NSC 72279
  • (S)-5-Oxoproline ethyl ester, L-Pyroglutamic acid ethyl ester
  • L-Proline, 5-oxo-, ethyl ester
  • Ethyl (S)-(+)-2-pyrrolidone-5-carboxylate,99%
  • (2S)-5-Oxo-2α-pyrrolidinecarboxylic acid ethyl ester
  • (S)-5-Oxo-2-pyrrolidinecarboxylic acid ethyl ester
  • Pyroglutamic acid ethyl ester
  • (S)-Ethyl 5-oxopyrrolidine-2-carboxylate
  • Ethyl-(S)-(+)-2-pyrrolidino-5-carboxylate
  • pGlu-OEt
  • Ethyl (S)-(+)-pyrrolidone-5-carboxylate
  • hyl L-pyroglutaMate
  • ethyl 5-oxoprolinate
  • Ethyl L-2-Pyrrolidinone-5-carboxylate
  • L-Pyr-OEt
  • L-Pyroglutamic acid ethyl ester≥ 98% (HPLC)
  • Saxaint-A
  • Ethyl (S)-(+)-2-pyrrolidone-5-carboxylate 98%
  • Ethyl L-pyroglutamate USP/EP/BP
  • Ethyl (S)-5-oxopyrrolidine-2-carboxylate
  • Ethyl L-pyroglutamatec
  • Ethyl (S)-(+)-2-pyrrolidinone-5-
  • L-Pyr-Oet-OH
  • (+)-L-Pyroglutamic acid ethyl ester
  • Ethyl (<i>S</i>)-(+)-2-pyrrolidone-5-carboxylate
  • Ethyl-L Pyroglutamates
  • 7149-65-7
  • Peptide Synthesis
  • Pyroglutamine Derivatives
  • Specialty Synthesis
  • Unnatural Amino Acid Derivatives
  • pharmacetical
  • Heterocycles
  • Miscellaneous Reagents
  • Chiral Reagents
  • Pyroglutamic acid [Pyr, pGu]