ChemicalBook > CAS DataBase List > L-Glutamic acid 5-methyl ester

L-Glutamic acid 5-methyl ester

Product Name
L-Glutamic acid 5-methyl ester
CAS No.
1499-55-4
Chemical Name
L-Glutamic acid 5-methyl ester
Synonyms
H-GLU(OME)-OH;(S)-2-aMino-5-Methoxy-5-oxopentanoic acid;Glu(Ome)-OH;L-GLUTAMIC ACID GAMMA-METHYL ESTER;Methyl L;L-Glu(Ome)-OH;H-L-GLU(ME)-OH;Duplicate of B24859;utamic acid 5-methyL;5-METHYL L-GLUTAMATE
CBNumber
CB2377021
Molecular Formula
C6H11NO4
Formula Weight
161.16
MOL File
1499-55-4.mol
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L-Glutamic acid 5-methyl ester Property

Melting point:
182 °C (dec.) (lit.)
alpha 
13 º (c=1, H2O 24 ºC)
Boiling point:
287.44°C (rough estimate)
Density 
1.3482 (rough estimate)
refractive index 
29 ° (C=2, 6mol/L HCl)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
Water Solubility 
Soluble in water
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka
2.18±0.10(Predicted)
form 
powder to crystal
color 
White to Almost white
optical activity
[α]20/D +29°, c = 2 in 6 M HCl
BRN 
1725252
InChI
InChI=1S/C6H11NO4/c1-11-5(8)3-2-4(7)6(9)10/h4H,2-3,7H2,1H3,(H,9,10)/t4-/m0/s1
InChIKey
ZGEYCCHDTIDZAE-BYPYZUCNSA-N
SMILES
C(O)(=O)[C@H](CCC(OC)=O)N
CAS DataBase Reference
1499-55-4(CAS DataBase Reference)
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Safety

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29224999
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Precautionary statements

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
858269
Product name
L-Glutamic acid 5-methyl ester
Purity
99%
Packaging
25g
Price
$132
Updated
2025/07/31
TCI Chemical
Product number
M1690
Product name
5-Methyl L-Glutamate
Purity
>98.0%(T)
Packaging
5g
Price
$52
Updated
2025/07/31
TCI Chemical
Product number
M1690
Product name
5-Methyl L-Glutamate
Purity
>98.0%(T)
Packaging
25g
Price
$109
Updated
2025/07/31
TRC
Product number
G597020
Product name
L-Glutamic acid 5-methyl ester
Packaging
50g
Price
$210
Updated
2021/12/16
Chem-Impex
Product number
06044
Product name
L-Glutamic acid γ-methyl ester
Purity
≥ 98.5% (HPLC)
Packaging
5G
Price
$10
Updated
2021/12/16
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L-Glutamic acid 5-methyl ester Chemical Properties,Usage,Production

Chemical Properties

white amorphous powder

Uses

L-Glutamic acid 5-methyl ester is a protected form of L-Glutamic acid (G596960). L-Glutamic acid is a nonessential amino acid that is important to the mammalian central nervous system. L-Glutamic acid is also a neurotransmitter for cone photoreceptors in the human brain and is used as a treatment for patients who have liver disease accompanied by encephalopathy (a condition termed ‘hepatic coma’).

Definition

ChEBI: L-glutamic acid 5-methyl ester is a glutamic acid 5-methyl ester having L-configuration. It is a L-glutamic acid derivative, a non-proteinogenic L-alpha-amino acid and a glutamic acid 5-methyl ester.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

67-56-1

56-86-0

1499-55-4

L-glutamic acid (22.1 g, 0.15 mol) was suspended in methanol (450 mL) at room temperature and under nitrogen protection. Subsequently, trimethylsilyl chloride (TMSCl, 35.9 g, 0.33 mol) was slowly added dropwise over a period of 5 min, at the end of which most of the solid was observed to be dissolved. Stirring of the reaction mixture was continued for 5 min and the progress of the reaction was monitored by thin layer chromatography (TLC, Spreader: 15% ammonia in methanol solution, Color Developer: ninhydrin) to confirm that only traces of the feedstock were present and that no bis-methyl esterified product was generated. After stirring again for 5 minutes, the reaction mixture was concentrated using a rotary evaporator and subsequently dried in a vacuum oven at 40 °C to give pure L-glutamic acid-5-methyl ester as a white solid. Yield: 30.0 g (100% yield). The structure of the product was confirmed by 1H NMR (300 MHz, CD3OD, ppm) δ 2.2 (2H, m), 2.6 (2H, m), 3.7 (3H, s), 4.1 (1H, t) and 13C NMR (75 MHz, CD3OD, ppm) δ 26.6, 30.4, 52.5, 53.2, 171.4, 174.3.

References

[1] Patent: US2016/16890, 2016, A1. Location in patent: Paragraph 0163
[2] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 13, p. 3793 - 3797
[3] Tetrahedron Letters, 2010, vol. 51, # 9, p. 1333 - 1335
[4] Synthesis, 1987, # 7, p. 635 - 637
[5] Organic Process Research and Development, 2004, vol. 8, # 1, p. 72 - 85

L-Glutamic acid 5-methyl ester Preparation Products And Raw materials

Raw materials

Ammonium hydroxide L-Glutamic acid Diethyl ether Methanol Thionyl chloride

Preparation Products

Aceglutamide L-Glutamine
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View Lastest Price from L-Glutamic acid 5-methyl ester manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
L-Glutamic acid 5-methyl ester 1499-55-4
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
500kgs
Release date
2021-09-27
Sichuan HongRi Pharma-Tech Co.,Ltd
Product
H-L-Glu(OMe)-OH 1499-55-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T+
Release date
2024-03-24
Henan Aochuang Chemical Co.,Ltd.
Product
L-Glutamic acid 5-methyl ester 1499-55-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-08

1499-55-4, L-Glutamic acid 5-methyl ester Related Search:

Methyl salicylate Polyglutamic acid L-Glutamic acid GLDH METSULFURON METHYL Methyl acrylate Glycine methyl ester hydrochloride L-Glutamic acid 5-tert-butyl ester Kresoxim-methyl Tribenuron methyl L-Glutamic acid dimethyl ester hydrochloride Diethyl L-glutamate hydrochloride (R)-N-Boc-glutamic acid-1,5-dimethyl ester Thiophanate-methyl L-GLUTAMIC ACID GAMMA-(P-NITROANILIDE) HYDROCHLORIDE H-GLU(OTBU)-NH2 HCL L-Glutamic acid 5-tert-butyl 1-methyl ester hydrochloride L-Glutamic acid di-tert-butyl ester hydrochloride

  • L-GlutaMic acid 5-Methyl ester, 95+%
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  • Glu(Ome)-OH
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  • L-GUTAMIC ACID 5-METHYL ESTER 99%
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  • L-Glutamicacid5-methylester,L-Glutamicacidγ-methylester
  • L-GLUTAMIC ACID-Y-METHYLESTER
  • Duplicate of B24859
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  • L-Glutamic acid 5-methyl ester,99%
  • L-Glutamic Acid 5-Methyl Ester H-Glu(OMe)-OH
  • (S)-2-aMino-5-Methoxy-5-oxopentanoic acid
  • L-Glu(Ome)-OH
  • L-Glutamic acid 5-methylester Hydrochloride
  • utamic acid 5-methyL
  • L-Glutamicacidγ-methylester
  • L-GLUTAMIC ACID 5-METHYL ESTER
  • L-GLUTAMIC ACID GAMMA-METHYL ESTER
  • L-GLUTAMIC ACID, G-METHYL ESTER
  • H-L-GLU(ME)-OH
  • H-GLU(OME)-OH
  • GAMMA-L-GLU-METHYL ESTER
  • GAMMA-METHYL-L-GLUTAMATE
  • GLUTAMIC ACID DELTA-METHYL ESTER
  • GLUTAMIC ACID-GAMMA-METHYL ESTER
  • GLUTAMIC ACID(OME)-OH
  • 5-METHYL L-GLUTAMATE
  • Methyl L
  • 5-MethylL-Glutamate&gt
  • L-Glutamic acid 5-methyl ester USP/EP/BP
  • <sc>L</sc>-Glutamic acid 5-methyl ester
  • 1499-55-4
  • CH3OCOCH2CH2CHNH2COOH
  • AMINE
  • Peptide Synthesis
  • Specialty Synthesis
  • Amino Acid Derivatives
  • Pyrazoles
  • Glutamic acid [Glu, E]
  • Amino Acids and Derivatives
  • Amino Acids Derivatives