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
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)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- F
- 3-10
- HS Code
- 29339900
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.
N-Bromosuccinimide Price
- Product number
- P2929
- Product name
- Ethyl L-Pyroglutamate
- Purity
- min. 98.0 %
- Packaging
- 5G
- Price
- $36
- Updated
- 2025/07/31
- Product number
- P2929
- Product name
- Ethyl L-Pyroglutamate
- Purity
- min. 98.0 %
- Packaging
- 25G
- Price
- $69
- Updated
- 2025/07/31
- Product number
- E901276
- Product name
- (S)-(+)-5-Ethylcarboxyl-2-pyrrolidinone
- Packaging
- 25g
- Price
- $1075
- Updated
- 2021/12/16
- Product number
- 10020
- Product name
- (S)-(+)-5-Ethylcarboxyl-2-pyrrolidinone
- Packaging
- 5G
- Price
- $1880
- Updated
- 2021/12/16
- Product number
- 14022
- Product name
- L-Pyroglutamicacidethylester,98%(HPLC)
- Purity
- 98%(HPLC)
- Packaging
- 1KG
- Price
- $364
- Updated
- 2021/12/16
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
- 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
- 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
- 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