| Identification | More | [Name]
L-Isovaline | [CAS]
595-40-4 | [Synonyms]
D(-)-ISOVALINE
(R)-(-)-2-AMINO-2-METHYLBUTANOIC ACID
(R)-2-AMINO-2-METHYLBUTYRIC ACID
(S)-2-Amino-2-Methylbutanoic Acid
(S)-(+)-2-Amino-2-methylbutanoicacidmonohydrate(e.e.)
(S)-(+)-2-AMINO-2-METHYLBUTANOIC ACID 1-HYDRATE (E.E.)
(S)-(+)-2-Amino-2-methylbutanoic acid monohydrate
L-Isovaline
L-ISO-VALINE((S)-2-AMINO-2-METHYLBUTANOIC ACID)
(S)-alpha-Ethylalanine (>98%, >99%ee)
H-alpha-Et-D-Ala-OH
2,3-Dimethylalanine | [Molecular Formula]
C5H11NO2 | [MDL Number]
MFCD00800497 | [Molecular Weight]
117.15 | [MOL File]
595-40-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
289.39°C (estimate) | [alpha ]
D25 +11.13° (c = 5 in H2O) | [Boiling point ]
213.6±23.0 °C(Predicted) | [density ]
1.2000 (estimate) | [refractive index ]
1.4650 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
Fine Crystalline Powder | [pka]
2.38±0.10(Predicted) | [color ]
White | [Optical Rotation]
Consistent with structure | [InChI]
InChI=1S/C5H11NO2/c1-3-5(2,6)4(7)8/h3,6H2,1-2H3,(H,7,8)/t5-/m1/s1 | [InChIKey]
GCHPUFAZSONQIV-RXMQYKEDSA-N | [SMILES]
C(O)(=O)[C@](CC)(C)N | [CAS DataBase Reference]
595-40-4(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
a-Me-Gly(Ethyl)-OH is used in preparation of peptide compound comprising highly sterically hindered amino acid via reaction of electron-withdrawing group-protected N-unsubstituted-α,α-disubstituted amino acid with peptide followed by N-alkylation. | [Synthesis]
1.4) Compound F1 (13.8 g, 95.0 mmol) and sodium hydroxide (7.6 g, 190.08 mmol) were added sequentially to a mixture of ethanol (200 mL) and water (1:1 by volume) and heated to reflux for 4 hours. Upon completion of the reaction, the pH of the reaction mixture was adjusted to 7 with 2 M hydrochloric acid solution, followed by evaporation of the solvent. The residue was dissolved in a small amount of water and purified by strongly acidic cation exchange resin 732. The final product G1 (10 g, 90% yield) was obtained as a white solid. | [Purification Methods]
Crystallise it from aqueous Me2CO, or better by dissolving in H2O and adding excess Me2CO. [Baker et al. J Am Chem Soc 74 4701 1952, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 p 2573-2577 1961.] | [References]
[1] Patent: CN108440320, 2018, A. Location in patent: Paragraph 0033; 0035; 0043 |
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