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Home > Encyclopedia > Alanine, 2-methyl-, ethyl ester, hydrochloride (1:1)

Alanine, 2-methyl-, ethyl ester, hydrochloride (1:1)

Alanine, 2-methyl-, ethyl ester, hydrochloride (1:1) structure

Alanine, 2-methyl-, ethyl ester, hydrochloride (1:1) 

structure
  • CAS No:

    17288-15-2

  • Formula:

    C6H13NO2.ClH

  • Chemical Name:

    Alanine, 2-methyl-, ethyl ester, hydrochloride (1:1)

  • Synonyms:

    Alanine,2-methyl-,ethyl ester,hydrochloride (1:1);Alanine,2-methyl-,ethyl ester,hydrochloride;Ethyl α-aminoisobutyrate hydrochloride;α-Methylalanine ethyl ester hydrochloride;α-Aminoisobutyric acid ethyl ester hydrochloride;Ethyl 2-amino-2-methylpropanoate hydrochloride;1-Ethoxycarbonyl-1-methylethylamine hydrochloride

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

Alanine, 2-methyl-, ethyl ester, hydrochloride (1:1) Basic Attributes

167.63

167.07100

1533716-785-6

2922499990

Characteristics

52.3

156-157 °C

191.4°C at 760 mmHg

Store at 0-5°C

Safety Information

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

Alanine, 2-methyl-, ethyl ester, hydrochloride (1:1) Use and Manufacturing

Methods of Manufacturing

General Procedure for Preparing amino acid ester hydrochloric Salts Thionyl chloride (2.0 mol. equivalents) was added dropwise to a stirred solution of the appropriate anhydrous alcohol (10.0 mol equivalents) under argon atmosphere and cooled to 0° C. The mixture was stirred at 0° C. for 1 h and then slowly allowed to warm to RT. The appropriate amino acid (1.0 mol. equivalents) was added and the mixture was heated at reflux overnight. The solvent was removed under reduced pressure (last traces of solvent were removed by co-evaporation with increasingly more volatile solvents). The crude product was then triturated with Et2A. 2A. General procedure: Thionyl Chloride (3.87 mL, 53.3 mmol) was added dropwise to a stirred solution of 2-amino-2-methylpropanoic acid (5 g, 48.5 mmol) in cyclopentanol (26.4 ml, 291 mmol) at 0C. The mixture was stirred at 80 C for 16 hours. The reaction mixture was cooled, diluted with water (60 mL) and washed with DCM (2x80 mL). The aqueous layer was concentrated under reduced pressure to afford the title compound: 1 H NMR (400MHz, dMSO-<=) delta 8.61 (brs, 3H), 5.19-5.15 (m, 1H), 1.87- 1.81 (m, 2H), 1.72-1.55 (m, 6H), 1.45 (s, 6H).

Uses

An amino acid derivative used inpharmaceutical compositions

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