L-Alanine methyl ester hydrochloride
- Product Name
- L-Alanine methyl ester hydrochloride
- CAS No.
- 2491-20-5
- Chemical Name
- L-Alanine methyl ester hydrochloride
- Synonyms
- ALANINE METHYL ESTER HYDROCHLORIDE;ALA-OME.HCL;ALANINE-OME HCL;METHYL L-ALANINATE HYDROCHLORIDE;L-Ala-OMe.HCL;(S)-Methyl 2-aMinopropanoate hydrochloride;L-alanina;anine methyL;H-ALA-OME HCL;A-Ala-OMe·HCl
- CBNumber
- CB7715055
- Molecular Formula
- C4H10ClNO2
- Formula Weight
- 139.58
- MOL File
- 2491-20-5.mol
L-Alanine methyl ester hydrochloride Property
- Melting point:
- 109-111 °C(lit.)
- alpha
- 7 º (c=2, CH3OH 24 ºC)
- refractive index
- 6.5 ° (C=2, MeOH)
- storage temp.
- Inert atmosphere,2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly, Sonicated)
- form
- Powder
- color
- White to off-white
- optical activity
- [α]25/D +7.0°, c = 1.6 in methanol
- Water Solubility
- Soluble in Water (100 mg/ml).
- Sensitive
- Hygroscopic
- BRN
- 3594033
- InChI
- InChI=1/C4H9NO2.ClH/c1-3(5)4(6)7-2;/h3H,5H2,1-2H3;1H/t3-;/s3
- InChIKey
- IYUKFAFDFHZKPI-OQFXAWDINA-N
- SMILES
- C(=O)(OC)[C@@H](N)C.Cl |&1:4,r|
- CAS DataBase Reference
- 2491-20-5(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 24/25-36-26
- WGK Germany
- 3
- HS Code
- 29224999
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.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- 330639
- Product name
- L-Alanine methyl ester hydrochloride
- Purity
- 99%
- Packaging
- 5g
- Price
- $39.7
- Updated
- 2025/07/31
- Product number
- 330639
- Product name
- L-Alanine methyl ester hydrochloride
- Purity
- 99%
- Packaging
- 25g
- Price
- $115
- Updated
- 2025/07/31
- Product number
- S378909
- Product name
- ALANINE METHYL ESTER HYDROCHLORIDE
- Purity
- AldrichCPR
- Packaging
- 250MG
- Price
- $159
- Updated
- 2022/05/15
- Product number
- A1466
- Product name
- L-Alanine Methyl Ester Hydrochloride
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $25
- Updated
- 2025/07/31
- Product number
- A1466
- Product name
- L-Alanine Methyl Ester Hydrochloride
- Purity
- >98.0%(T)
- Packaging
- 25g
- Price
- $85
- Updated
- 2025/07/31
L-Alanine methyl ester hydrochloride Chemical Properties,Usage,Production
Chemical Properties
White crystalline powder
Uses
L-Alanine methyl ester hydrochloride is used to make in-vivo measurement of glucose and alanine metabolism in studies of patients with diabetes.
reaction suitability
reaction type: solution phase peptide synthesis
Synthesis
67-56-1
56-41-7
2491-20-5
The general procedure for the synthesis of (S)-alanine methyl ester hydrochloride (1a) from methanol and L-alanine was as follows: 15 mL of anhydrous methanol was first added to a round-bottomed flask according to the literature (Xing et al., 2012). At -15 °C, 2.16 mL of SOCl2 (0.03 mol) was slowly added dropwise to methanol and the reaction was maintained at 0 °C for 1 hour. Another round bottom flask was taken and 14 mL of anhydrous methanol and 1.4 mL (0.019 mol) of SOCl2 was added followed by 1.118 g of L-alanine and heated to reflux for 1.5 hours. Upon completion of the reaction, the solution was concentrated under reduced pressure, and the pre-prepared SOCl2 solution was poured into the reaction flask and refluxing was continued for 1.5 h to give product 1a (100% yield). Since the hydrochloric acid generated by the reaction was not favorable for the subsequent steps, NaHCO3 was added to the reaction flask at the end of reflux to neutralize the acidity until no bubbles were generated. Finally, the solution was concentrated to obtain 1b (100% yield). Fusaric acid (4) was dissolved with 1b in 15 mL of dichloromethane in a round-bottomed flask with homogeneous stirring, followed by the addition of excess catalysts dicyclohexylcarbodiimide (DCC) and 4-dimethylaminopyridine (DMAP), and refluxed for 24 hours. Upon completion of the reaction, the reaction solution was concentrated under reduced pressure and purified by preparative HPLC (25-45% CH3CN/H2O, 20 min) to afford the product 1c (52% yield).
References
[1] Phytochemistry Letters, 2018, vol. 26, p. 50 - 54
[2] Angewandte Chemie - International Edition, 2018, vol. 57, # 36, p. 11683 - 11687
[3] Angew. Chem., 2018, vol. 130, # 36, p. 11857 - 11861,5
[4] Journal of Organic Chemistry, 2008, vol. 73, # 7, p. 2898 - 2901
[5] Tetrahedron Asymmetry, 2009, vol. 20, # 9, p. 1036 - 1039
L-Alanine methyl ester hydrochloride Preparation Products And Raw materials
Raw materials
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View Lastest Price from L-Alanine methyl ester hydrochloride manufacturers
- Product
- L-Ala-Ome.Hcl 2491-20-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1T+
- Release date
- 2024-03-22
- Product
- L-Alanine methyl ester hydrochloride 2491-20-5
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-27
- Product
- L-Alanine methyl ester hydrochloride 2491-20-5
- Price
- US $6.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000ton
- Release date
- 2023-08-15