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

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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)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 24/25-36-26
WGK Germany: 3
HS Code: 29224999

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 330639
Product name: L-Alanine methyl ester hydrochloride
Purity: 99%
Packaging: 5g
Price: $39.7
Updated: 2025/07/31

Sigma-Aldrich

Product number: 330639
Product name: L-Alanine methyl ester hydrochloride
Purity: 99%
Packaging: 25g
Price: $115
Updated: 2025/07/31

Sigma-Aldrich

Product number: S378909
Product name: ALANINE METHYL ESTER HYDROCHLORIDE
Purity: AldrichCPR
Packaging: 250MG
Price: $159
Updated: 2022/05/15

TCI Chemical

Product number: A1466
Product name: L-Alanine Methyl Ester Hydrochloride
Purity: >98.0%(T)
Packaging: 5g
Price: $25
Updated: 2025/07/31

TCI Chemical

Product number: A1466
Product name: L-Alanine Methyl Ester Hydrochloride
Purity: >98.0%(T)
Packaging: 25g
Price: $85
Updated: 2025/07/31

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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

Preparation Products

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Sichuan HongRi Pharma-Tech Co.,Ltd

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

Henan Aochuang Chemical Co.,Ltd.

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

Wuhan Boyuan Import & Export Co., LTD

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

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