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
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)
Safety
- Safety Statements
- 24/25
- WGK Germany
- 3
- HS Code
- 29224999
N-Bromosuccinimide Price
- Product number
- 858269
- Product name
- L-Glutamic acid 5-methyl ester
- Purity
- 99%
- Packaging
- 25g
- Price
- $132
- Updated
- 2025/07/31
- Product number
- M1690
- Product name
- 5-Methyl L-Glutamate
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $52
- Updated
- 2025/07/31
- Product number
- M1690
- Product name
- 5-Methyl L-Glutamate
- Purity
- >98.0%(T)
- Packaging
- 25g
- Price
- $109
- Updated
- 2025/07/31
- Product number
- G597020
- Product name
- L-Glutamic acid 5-methyl ester
- Packaging
- 50g
- Price
- $210
- Updated
- 2021/12/16
- Product number
- P967
- Product name
- L-Glutamic acid 5-methyl ester
- Packaging
- 500g
- Price
- $214
- Updated
- 2021/12/16
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
Preparation Products
L-Glutamic acid 5-methyl ester Suppliers
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View Lastest Price from L-Glutamic acid 5-methyl ester manufacturers
- 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
- 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
- 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