ALPHA-AMINOISOBUTYRIC ACID METHYL ESTER HYDROCHLORIDE Chemical Properties

Melting point:

185°C

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

DMSO (Sparingly), Methanol (Slightly), Water (Slightly)

form 

Crystalline Powder

color 

White

Water Solubility 

Slightly soluble in water.

InChI

InChI=1S/C5H11NO2.ClH/c1-5(2,6)4(7)8-3;/h6H2,1-3H3;1H

InChIKey

NVWZNEDLYYLQJC-UHFFFAOYSA-N

SMILES

C(N)(C)(C)C(=O)OC.Cl

CAS DataBase Reference

15028-41-8(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29224999

MSDS

• Language:English Provider:SigmaAldrich

ALPHA-AMINOISOBUTYRIC ACID METHYL ESTER HYDROCHLORIDE Usage And Synthesis

Chemical Properties

White solid

Uses

Methyl α-aminoisobutyrate is used as a specific substrate of amino acid transport system and in studies on amino acid transport systems.

Synthesis

1. 2-Amino-2-methylpropionic acid (10 g, 96.9 mmol) and methanol (330 ml) were added to a reaction vial. 2. The reaction vial was placed in an ice bath and thionyl chloride (17.68 ml, 242.25 mmol) was slowly added dropwise. 3. After the dropwise addition was completed, the ice bath was removed and the reaction mixture was stirred at room temperature for 3 hours. 4. After completion of the reaction, the solvent was removed by vacuum distillation. 5. The residue was dried in an oven at 60 °C to give methyl 2-amino-2-methylpropionate hydrochloride as a white solid (14.59 g, 94.9 mmol, 98% yield). 6. The product was analyzed by 1H NMR. 6. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 8.75 (br, 3H), 3.75 (s, 3H), 1.45 (s, 6H).

References

[1] Organic Letters, 2012, vol. 14, # 18, p. 4798 - 4801
[2] European Journal of Organic Chemistry, 2004, # 20, p. 4167 - 4176
[3] Patent: WO2013/19091, 2013, A2. Location in patent: Paragraph 936-938
[4] Patent: US2014/206875, 2014, A1. Location in patent: Paragraph 0513-0514; 0568-0569; 0599-0600; 0658-0660
[5] Tetrahedron, 1982, vol. 38, # 14, p. 2165 - 2182

ALPHA-AMINOISOBUTYRIC ACID METHYL ESTER HYDROCHLORIDE(15028-41-8)Related Product Information

• ALPHA-AMINOISOBUTYRIC ACID METHYL ESTER HYDROCHLORIDE
• Methyl 1-aminocyclopropanecarboxylate hydrochloride
• Ethyl 1-aminocyclopropanecarboxylate hydrochloride
• Isobutyric acid
• Methyl isobutyrate
• Methyl butyrate
• ALPHA-METHYL-DL-M-TYROSINE METHYL ESTER HYDROCHLORIDE: MONOHYDRATE
• ALPHA-METHYL-DL-TYROSINE METHYL ESTER HYDROCHLORIDE
• METHYL 4-(PHENYL-PROPIONYL-AMINO)-PIPERIDINE-4-CARBOXYLATE HCL
• ALPHA-METHYL-DL-PHENYLALANINE METHYL ESTER HYDROCHLORIDE
• 2-(4-CHLOROPHENYL)-2-OXOETHYL 2-METHYL-2-(1H-1,2,4-TRIAZOL-1-YL)PROPANOATE
• METHYL 1,5-DIBENZYL-3-(3-CHLOROPHENYL)-4,6-DIOXOOCTAHYDROPYRROLO[3,4-C]PYRROLE-1-CARBOXYLATE
• METHYL 1-BENZYL-5-(4-CHLOROPHENYL)-3-(4-METHOXYPHENYL)-4,6-DIOXOOCTAHYDROPYRROLO[3,4-C]PYRROLE-1-CARBOXYLATE
• DIMETHYL 5-(4-CHLOROPHENYL)-4,6-DIOXOTETRAHYDRO-2H-PYRROLO[3,4-D]ISOXAZOLE-3,3(3AH)-DICARBOXYLATE
• METHYL 3-(2-CHLOROPHENYL)-5-(4-CHLOROPHENYL)-4,6-DIOXO-1-PHENYLOCTAHYDROPYRROLO[3,4-C]PYRROLE-1-CARBOXYLATE
• METHYL 1,5-DIBENZYL-3-(4-CHLOROPHENYL)-4,6-DIOXOOCTAHYDROPYRROLO[3,4-C]PYRROLE-1-CARBOXYLATE
• METHYL 3,5-BIS(4-CHLOROPHENYL)-4,6-DIOXO-1-PHENYLOCTAHYDROPYRROLO[3,4-C]PYRROLE-1-CARBOXYLATE
• DIETHYL 2-(ACETYLAMINO)-2-([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]METHYL)MALONATE