ChemicalBook > CAS DataBase List > Ethyl D-(-)-pyroglutamate

Ethyl D-(-)-pyroglutamate

Product Name: Ethyl D-(-)-pyroglutamate
CAS No.: 68766-96-1
Chemical Name: Ethyl D-(-)-pyroglutamate
Synonyms: D-PYR-OET;H-D-PYR-OET;H-D-PGLU-OET;ETHYL PYROGLUTAMATE;ETHYL 5-OXO-D-PROLINE;(R)-ETHYLPYROGLUTAMATE;Ethyl D-(-)-pyroglutamate;D-Pyroglutamic ethyl ester;5-Oxo-D-proline Ethyl Ester;D-Pyroglutamate ethyl ester
CBNumber: CB5770706
Molecular Formula: C7H11NO3
Formula Weight: 157.17
MOL File: 68766-96-1.mol

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Ethyl D-(-)-pyroglutamate Property

Melting point:: 53-57 °C
Boiling point:: 176 °C12 mm Hg(lit.)
alpha: 3.5 º (C=5, H2O)
Density: 1.2483 (rough estimate)
refractive index: n20/D 1.478(lit.)
Flash point:: >230 °F
storage temp.: Sealed in dry,2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 14.78±0.40(Predicted)
color: White to Light Brown
optical activity: [α]/D 4.0±1°, c = 10 in ethanol
BRN: 82622
CAS DataBase Reference: 68766-96-1(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 37/39-26
WGK Germany: 3
F: 3-10
HS Code: 29337900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

Sigma-Aldrich

Product number: 309788
Product name: Ethyl (R)-(?)-2-pyrrolidone-5-carboxylate
Purity: 98%
Packaging: 1g
Price: $60.1
Updated: 2022/05/15

Sigma-Aldrich

Product number: 309788
Product name: Ethyl (R)-(?)-2-pyrrolidone-5-carboxylate
Purity: 98%
Packaging: 5g
Price: $285
Updated: 2022/05/15

TRC

Product number: E901275
Product name: (R)-(-)-5-Ethylcarboxyl-2-pyrrolidinone
Packaging: 5g
Price: $65
Updated: 2021/12/16

TRC

Product number: E901275
Product name: (R)-(-)-5-Ethylcarboxyl-2-pyrrolidinone
Packaging: 1g
Price: $50
Updated: 2021/12/16

Chem-Impex

Product number: 04448
Product name: D-Pyroglutamicacidethylester,≥98%(NMR)
Purity: ≥98%(NMR)
Packaging: 5G
Price: $58.24
Updated: 2021/12/16

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Ethyl D-(-)-pyroglutamate Chemical Properties,Usage,Production

Chemical Properties

Waxy Solid

Uses

(R)-(-)-5-Ethylcarboxyl-2-pyrrolidinone (cas# 68766-96-1) is a compound useful in organic synthesis.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

64-17-5

4042-36-8

68766-96-1

General procedure for the synthesis of D-pyroglutamic acid ethyl ester from ethanol and D-(+)-pyroglutamic acid: thionyl chloride (10 ml, 139.68 mmol) was slowly added to an ethanolic solution (100 ml) of D-(+)-pyroglutamic acid (10 g, 69.84 mmol; purchased from Aldrich, Art. No. 422614) which was cooled down to -5 °C. The reaction mixture was stirred at room temperature for 3 hours. After completion of the reaction, the solvent was removed by vacuum evaporation and the residue was dissolved in ethyl acetate (350 ml). The organic phase was washed sequentially with water/triethylamine (40/12 ml) and water (40 ml). The organic phases were combined and concentrated by drying with anhydrous sodium sulfate. The concentrate was separated by column chromatography on a SNAP-Si column (50 g) with the eluent dichloromethane/ethyl acetate (gradient elution from 90/10 to 50/50). The fraction containing the target product was collected and the solvent was evaporated to give the first batch of ethyl D-pyroglutamate (D23) (6.4 g). The aqueous phase was saturated with sodium chloride and extracted with ethyl acetate (400 ml). The organic phase was washed with water (20 ml), dried over anhydrous sodium sulfate and concentrated to give the second batch of ethyl D-pyroglutamate (D23) (3.7 g). The product was characterized by 1H NMR (400 MHz, CDCl3), δ (ppm): 6.58 (broad single peak, 1H), 4.29-4.17 (multiple peaks, 3H), 2.53-2.29 (multiple peaks, 3H), 2.28-2.17 (multiple peaks, 1H), 1.35-1.22 (triple peaks, 3H).

References

[1] Journal of Medicinal Chemistry, 2012, vol. 55, # 3, p. 1368 - 1381
[2] Journal of Medicinal Chemistry, 1985, vol. 28, # 12, p. 1760 - 1765
[3] Patent: WO2011/79114, 2011, A1. Location in patent: Page/Page column 81
[4] Patent: WO2013/4290, 2013, A1. Location in patent: Page/Page column 51; 52
[5] Patent: US2014/58117, 2014, A1. Location in patent: Paragraph 0049-0050

Ethyl D-(-)-pyroglutamate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Ethyl D-(-)-pyroglutamate manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: Ethyl D-(-)-pyroglutamate 68766-96-1
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-28

Baoji Guokang Healthchem co.,ltd

Product: Ethyl D-(-)-pyroglutamate 68766-96-1
Price: US $459.00/Kg/Bag
Min. Order: 1KG
Purity: 99%
Supply Ability: 5000kg
Release date: 2021-06-07

Career Henan Chemical Co

Product: Ethyl D-(-)-pyroglutamate 68766-96-1
Price: US $7.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2018-12-24

68766-96-1, Ethyl D-(-)-pyroglutamateRelated Search:

H-GLU(OET)-OH D-Pyroglutamic acid Polyglutamic acid L-Pyroglutamic acid Ethyl propionate Ethylbenzene Polyvinylpyrrolidone Tris(trimethylsilyl)phosphate Ethyl vanillin Ethyl acrylate 2-Pyrrolidinone Povidone iodine N-Vinyl-2-pyrrolidone Ethyl acetate Ethyl formate N-Methyl-2-pyrrolidone Diethyl pyrocarbonate DL-Pyroglutamic acid

D-Pyroglutamic ethyl ester

(R)-5-Oxoproline ethyl ester, D-5-Oxo-2-pyrrolidinecarboxylic acid ethyl ester

(R)-5-Oxoproline ethyl ester, D-5-Oxo-2-pyrrolidinecarboxylic acid ethyl ester, D-Pyroglutamic acid ethyl ester, Ethyl 5-oxo-D-proline, Ethyl pyroglutamate

Ethyl D-(-)-pyroglutamate

(2R)-5-Oxo-2β-pyrrolidinecarboxylic acid ethyl ester

(R)-5-Oxo-2-pyrrolidinecarboxylic acid ethyl ester

Ethyl (R)-(-)-2-pyrrolidone-5-carboxylate,99%

Ethyl (R)-(-)-2-pyrrolidone-5-carboxylateD(-)-Pyroglutamic acid ethyl esterEthyl (R)-(-)-pyroglutamateEthyl D(-)-pyroglutamate

D-PYR-OET

(-)-D-PYROGLUTAMIC ACID ETHYL ESTER

D-PYROGLUTAMIC ACID ETHYL ESTER

D-5-OXO-2-PYRROLIDINECARBOXYLIC ACID ETHYL ESTER

H-D-PGLU-OET

H-D-PYR-OET

ETHYL 5-OXO-D-PROLINE

ETHYL (R)-2-PYRROLIDINONE-5-CARBOXYLATE

ETHYL (R)-(-)-2-PYRROLIDONE-5-CARBOXYLATE

ETHYL PYROGLUTAMATE

Ethyl D-2-Pyrrolidinone-5-carboxylate

D-Pyroglutamic acid ethyl ester≥ 98% (NMR)

Ethyl D-2-Pyrrolidinone-5-carboxylate,99%e.e.

(R)-(-)-5-Ethylcarboxyl-2-pyrrolidinone

(R)-5-Oxopyrrolidine-2-carboxylic Acid Ethyl Ester

5-Oxo-D-proline Ethyl Ester

D-Proline, 5-oxo-, ethyl ester.

Ethyl (R)-(-)-2-pyrrolidone-5-carboxylate（H-D-Pyr-Oet）

(R)-5-OXOPROLINE ETHYL ESTER

(R)-(-)-2-PYRROLIDINONE-5-CARBOXYLATE ETHYL ESTER

(R)-(-)-ETHYL-2-PYRROLLIDONE-5-CARBOXYLATE

(R)-ETHYLPYROGLUTAMATE

ethyl (2R)-5-oxopyrrolidine-2-carboxylate

Ethyl D-(-)-pyroglutamate USP/EP/BP

Ethyl (<i>R</i>)-(?)-2-pyrrolidone-5-carboxylate

D-Pyroglutamate ethyl ester

68766-96-1

C7H11O3N

Pyroglutamine Derivatives

Specialty Synthesis

Peptide Synthesis

Unnatural Amino Acid Derivatives

Miscellaneous Reagents

Chiral Reagents

Heterocycles