Ethyl L-alaninate hydrochloride Chemical Properties

Melting point:

78-80 °C (dec.)(lit.)

alpha 

3.1 º (c=2.5, H2O)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

100g/l

form 

Solid

color 

White to Off-White

optical activity

[α]22/D +2.5°, c = 2.5 in H2O

Sensitive 

Hygroscopic

BRN 

3594395

InChI

InChI=1/C5H11NO2.ClH/c1-3-8-5(7)4(2)6;/h4H,3,6H2,1-2H3;1H/t4-;/s3

InChIKey

JCXLZWMDXJFOOI-NDILARRWNA-N

SMILES

C(=O)([C@@H](N)C)OCC.Cl |&1:2,r|

CAS DataBase Reference

1115-59-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Safety Statements 

24/25

WGK Germany 

3

F 

3-10

Hazard Note 

Irritant

HS Code 

29224995

MSDS

• Language:English Provider:Ethyl L-alaninate hydrochloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
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Ethyl L-alaninate hydrochloride Usage And Synthesis

Chemical Properties

white to off-white adhering crystalline powder

Uses

L-Alanine Ethyl Ester Hydrochloride is used in the synthesis of nucleoside phosphoramidates as antiviral agents for human immunodeficiency and hepatitis B viruses. Also used in synthesis of enantiomerically pure amino acid ester isocyanates.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

L-alanine (3.56 g, 0.04 mol) was dissolved in ethanol (30 mL) at -5 °C and thionyl chloride (3.6 mL) was added slowly and dropwise, keeping stirring. Subsequently, the reaction mixture was warmed up to 78 °C and the reaction was refluxed in ethanol for 1.5 hours. Upon completion of the reaction, the solvent was removed by vacuum distillation to afford L-alanine ethyl ester hydrochloride (2a) in over 80% yield. The physical constants of the product 2a were in agreement with the data reported in literature [24].

References

[1] Chemical Communications, 2011, vol. 47, # 26, p. 7347 - 7349
[2] Dalton Transactions, 2015, vol. 44, # 3, p. 1170 - 1177
[3] Tetrahedron, 1999, vol. 55, # 11, p. 3337 - 3354
[4] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 8, p. 1942 - 1944
[5] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1994, # 7, p. 1455 - 1462

Ethyl L-alaninate hydrochloride(1115-59-9)Related Product Information

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