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7149-65-7

Basic Information
CAS No.: 7149-65-7
Name: Ethyl L-pyroglutamate
Article Data: 51
Molecular Structure:
Molecular Structure of 7149-65-7 (Ethyl L-pyroglutamate)
Formula: C7H11 N O3
Molecular Weight: 157.169
Synonyms: Proline,5-oxo-, ethyl ester, L- (7CI,8CI); (S)-(+)-Ethyl 2-pyrrolidone-5-carboxylate;Ethyl (2S)-5-oxopyrrolidine-2-carboxylate; Ethyl (S)-pyroglutamate; EthylL-2-oxo-5-pyrrolidinecarboxylate; Ethyl L-2-pyrrolidone-5-carboxylate; EthylL-pyroglutamate; Ethyl pyroglutamate; L-2-Ethoxycarbonyl-5-pyrrolidone;L-Pyroglutamic acid ethyl ester; NSC 166529; NSC 72279; Pyroglutamic acid ethylester
EINECS: 230-480-9
Density: 1.161 g/cm3
Melting Point: 47-51 ºC
Boiling Point: 176 ºC (12 mmHg)
Flash Point: 142.9 °C
Appearance: Colorless or yellowish oily liquid
Hazard Symbols:
Risk Codes: R36/37/38   
Safety: S26;S37/39
PSA: 55.40000
LogP: 0.15690
Synthetic route
64-17-5

ethanol

14842-41-2

(S,S)-1,7-diazatricyclo[7.3.0.07,11]dodecane-2,6,8,12-tetrone

7149-65-7

ethyl (S)-pyroglutamate

Conditions
ConditionsYield
With potassium cyanide for 4h;100%
64-17-5

ethanol

98-79-3

L-Pyroglutamic acid

7149-65-7

ethyl (S)-pyroglutamate

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃;99%
With thionyl chloride at 0℃; for 15h;99%
With thionyl chloride at -5 - 20℃; for 10h;98%
64-17-5

ethanol

56-86-0

L-glutamic acid

7149-65-7

ethyl (S)-pyroglutamate

Conditions
ConditionsYield
With thionyl chloride Heating;95%
With thionyl chloride 1.) r. t., 1 h, 2.) reflux, 0.5 h;87%
With thionyl chloride 1) room temperature, 1 h; 2) reflux, 0.5 h;87%
75-03-6

ethyl iodide

98-79-3

L-Pyroglutamic acid

7149-65-7

ethyl (S)-pyroglutamate

Conditions
ConditionsYield
With potassium carbonate In dichloromethane at 0 - 20℃; for 6h;92%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 10 - 20℃; for 72h;
56-86-0

L-glutamic acid

7149-65-7

ethyl (S)-pyroglutamate

Conditions
ConditionsYield
With thionyl chloride In ethanol 1) 0 deg C; 2) 1 h, room temp., then 0.5 h reflux;84%
With thionyl chloride In ethanol; water
Multi-step reaction with 2 steps
1: 0.83 h / 220 - 290 °C / Autoclave; Large scale
2: toluene-4-sulfonic acid / methanol / -5 - 45 °C
View Scheme
64-17-5

ethanol

74936-93-9

(S)-5-oxopyrrolidine-2-carbonyl chloride

7149-65-7

ethyl (S)-pyroglutamate

Conditions
ConditionsYield
In dichloromethane for 0.0833333h; Heating;81%
16450-41-2

L-glutamic acid diethyl ester

7149-65-7

ethyl (S)-pyroglutamate

Conditions
ConditionsYield
at 150℃; under 15.0015 Torr; Inert atmosphere;
24424-99-5

di-tert-butyl dicarbonate

7149-65-7

ethyl (S)-pyroglutamate

144978-35-8, 144978-12-1

(S)-ethyl N-tert-butoxycarbonylpyroglutamate

Conditions
ConditionsYield
With dmap In acetonitrile at 20℃;100%
With dmap In dichloromethane at 20℃; for 6h;100%
With dmap In acetonitrile at 20℃; for 3h;98%
902137-35-3

2-bromobenzaldehyde O-(phenylmethyl)oxime

7149-65-7

ethyl (S)-pyroglutamate

902137-36-4

(S)-1-[2-(Benzyloxyimino-methyl)-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 100℃;99%
902137-35-3

2-bromobenzaldehyde O-(phenylmethyl)oxime

7149-65-7

ethyl (S)-pyroglutamate

1032651-69-6

(S)-5-oxo-1-[2-[(E)-(phenylmethoxyimino)methyl]phenyl]proline ethyl ester

Conditions
ConditionsYield
With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 100℃; for 8h;99%
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  • L-Proline, 5-oxo-,ethyl ester

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    7149-65-7

    Pyr-Oet

    Min.Order: 100 Gram

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    Wuhu Nuovo Chemical Technology Co., Ltd. was established in August 2014, mainly engaged in the development, production and sales of ionic liquids, ribose, nucleosides, nucleotides and related chemicals; Products are mainly used in new energy, new ma

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    7149-65-7

    L(+)-Pyroglutamic acid ethyl ester

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  • L-Pyr- Ome

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    7149-65-7

    L-Pyr- Ome

    Min.Order: 1 Metric Ton

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    1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer

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  • Ethyl L-pyroglutamate

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    7149-65-7

    Ethyl L-pyroglutamate

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  • L-Pyr- Ome

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    7149-65-7

    L-Pyr- Ome

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    FOB Price:  USD $ 1.0-1.0

    We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

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  • L-Pyr-Oet cas no. 7149-65-7 98%

  • Casno:

    7149-65-7

    L-Pyr-Oet cas no. 7149-65-7 98%

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    Stock products, own laboratory Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai

    Established in 2007, Win-Win chemical CO., Ltd is a privately held corporation headquartered in Wenzhou Longwan Industry Distric, dedicated to the global pharmaceutical companies a

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  • L-Proline, 5-oxo-,ethyl ester

  • Casno:

    7149-65-7

    L-Proline, 5-oxo-,ethyl ester

    Min.Order: 0

    FOB Price:  USD $ 0.0-0.0

    High purity, high success rate, short cycle and moderate priceAppearance:White powder solid Storage:Negative 20 degrees Celsius Package:5mg, 10mg 100mg, 1gram Application:Applied to various scientific research

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  • L-Pyr- Ome

  • Casno:

    7149-65-7

    L-Pyr- Ome

    Min.Order: 0

    FOB Price:  USD $ 0.0-0.0

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  • Ethyl (S)-(+)-2-pyrrolidone-5-carboxylate; 5-Oxo-proline ethyl ester; Ethyl L(+)-pyroglutamate

  • Casno:

    7149-65-7

    Ethyl (S)-(+)-2-pyrrolidone-5-carboxylate; 5-Oxo-proline ethyl ester; Ethyl L(+)-pyroglutamate

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    FOB Price:  USD $ 0.0-0.0

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  • H-Pyr-OEt CAS 7149-65-7

  • Casno:

    7149-65-7

    H-Pyr-OEt CAS 7149-65-7

    Min.Order: 0 Metric Ton

    FOB Price:  USD $ 0.0-0.0

    Name: H-Pyr-OEt CAS: 7149-65-7 Molecular Formula: C7H11NO3 Molecular Weight: 157.17 Application:Fine chemical

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  • L-Proline, 5-oxo-,ethyl ester

  • Casno:

    7149-65-7

    L-Proline, 5-oxo-,ethyl ester

    Min.Order: 0

    FOB Price:  USD $ 0.0-0.0

    R & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates

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  •  Hangzhou Dingyan Chem Co., Ltd

     China (Mainland)  |  Contact Details

    Business Type:Manufacturers

    Tel:86-571-86465881,86-571-87157530,86-571-88025800

    Address:RM.1118,NO.1 Building, Baiyun Tower,Jianggan Area, Hangzhou city, China,310004

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Chemistry

Molecular Formula: C7H11NO3
Molar mass: 157.178 g/mol
EINECS: 230-480-9
Density: 1.161 g/cm3
Flash Point: 142.9 °C
Index of Refraction: 1.466
Boiling Point: 312.7 °C at 760 mmHg
Vapour Pressure: 0.000519 mmHg at 25°C
Melting point: 54-56 °C
Storage temp: 0-6°C
Appearance: White to cream low melting solid
Product categories: pharmacetical;Pyroglutamic acid [Pyr, pGu];Chiral and Miscellaneous Reagents;Heterocycles
Structure of Ethyl L-pyroglutamate (7149-65-7):
        
XLogP3-AA: -0.1
H-Bond Donor: 1
H-Bond Acceptor: 3
Systematic Name: Ethyl (2S)-5-oxopyrrolidine-2-carboxylate 
SMILES: O=C(OCC)[C@H]1NC(=O)CC1 
InChI: InChI=1/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-YFKPBYRVBB 
Std. 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 
Std. InChIKey: QYJOOVQLTTVTJY-YFKPBYRVSA-N

Toxicity Data With Reference

Carcinogenicity of Ethyl L-pyroglutamate (7149-65-7) hasn't been listed as a carcinogen by NTP, IARC,ACGIH, or CA Prop 65. And its toxicological properties have not been fully investigated.

Safety Profile

Hazard Codes: Xi
Risk Statements:
36:  Irritating to the eyes
37:  Irritating to the respiratory system
38:  Irritating to the skin
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
39:  Wear eye/face protection

Specification

 Ethyl L-pyroglutamate (7149-65-7) also can be called (S)-5-Oxoproline ethyl ester ; Ethyl (S)-(+)-2-pyrrolidone-5-carboxylate ; Ethyl 5-oxo-2-pyrrolidinecarboxylate ; Aclaplastin ;L-Pyroglutamic acid ethyl ester.It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should  flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product : Wash mouth out with water,and get medical aid immediately.Notes to physician: Treat supportively and symptomatically.
In addition, Ethyl L-pyroglutamate (7149-65-7) is not compatible with strong oxidizing agents,strong bases, and you must not take it with incompatible materials.And also prevent it to broken down into hazardous decomposition products: oxides of nitrogen,carbon dioxide,carbon monoxide.