(S)-(+)-2-Amino-3-methyl-1-butanol
(S)-(+)-2-Amino-3-methyl-1-butanol Basic information
- Product Name:
- (S)-(+)-2-Amino-3-methyl-1-butanol
- Synonyms:
-
- L-VALINAL
- (+)-L-VALINOL
- L-(+)-VALINOL
- L-VALINOL
- L-2-AMINO-3-METHYL-1-BUTANOL
- l-2-amino-3-methylbutan-1-ol
- H-VALINOL
- H-VAL-OL
- CAS:
- 2026-48-4
- MF:
- C5H13NO
- MW:
- 103.16
- EINECS:
- 217-975-5
- Product Categories:
-
- Pharmaceutical Intermediates
- Amines
- blocks
- Amino Acid Derivatives
- Valine [Val, V]
- Amino Alcohols (Chiral)
- Amino Alcohols
- Asymmetric Synthesis
- Chiral Building Blocks
- Synthetic Organic Chemistry
- Chiral Compound
- Amino alcohols
- Mol File:
- 2026-48-4.mol
(S)-(+)-2-Amino-3-methyl-1-butanol Chemical Properties
- Melting point:
- 30-34 °C
- Boiling point:
- 81 °C8 mm Hg(lit.)
- alpha
- 16 º (c=10,EtOH)
- Density
- 0.926 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.4548(lit.)
- Flash point:
- 196 °F
- storage temp.
- Store at +2°C to +8°C.
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 12.82±0.10(Predicted)
- form
- Liquid After Melting
- color
- Clear slightly yellow
- optical activity
- [α]25/D +10°, c = 10 in H2O
- Water Solubility
- Soluble in water.
- Sensitive
- Air Sensitive
- BRN
- 1719137
- InChIKey
- NWYYWIJOWOLJNR-RXMQYKEDSA-N
- CAS DataBase Reference
- 2026-48-4(CAS DataBase Reference)
- NIST Chemistry Reference
- (S)-(+)-2-Amino-3-methyl-1-butanol(2026-48-4)
Safety Information
- Hazard Codes
- Xi
- Risk Statements
- 36-36/37/38
- Safety Statements
- 26-24/25-36
- WGK Germany
- 3
- F
- 10-23
- HazardClass
- IRRITANT
- HS Code
- 29221980
MSDS
- Language:English Provider:L-(+)-Valinol
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
(S)-(+)-2-Amino-3-methyl-1-butanol Usage And Synthesis
Chemical Properties
white to light yellow crystal powde
Uses
L-Valinol is used as a reagent in the synthesis of simple 1,3-thiazolidine-2-thione derivatives which can exhibit fungicidal activity. L-Valinol is also used as a reagent in the synthesis of small-molecule inhibitors of MDM2-p53 protein-protein interaction (MDM2 inhibitors) in clinical trials for the treatment of cancer.
Uses
(S)-(+)-2-Amino-3-methyl-1-butanol can be used to prepare:
- Imines and oxazolines by reacting with aldehydes and nitriles, respectively.
- Chiral oxazoline derived multidentate ligands containing cyclophosphazene moiety.
Purification Methods
Purify S-valinol by vacuum distillation using a short Vigreux column (p 11). Alternatively it is purified by steam distillation. The steam distillate is acidified with HCl; the aqueous layer is collected and evaporated. The residue is dissolved in butan-1-ol, filtered and dry Et2O added to crystallise the hydrochloride salt (hygroscopic), m 113o. The free base can be obtained by suspending the salt in Et2O and adding small volumes of saturated aqueous K2CO3 until effervescence is complete and the mixture is distinctly alkaline. At this stage the aqueous layer should appear as a white sludge. The mixture is heated to boiling and refluxed for 30minutes (more Et2O is added if necessary). Purification of Biochemicals — Amino Acids and Peptides The Et2O layer is decanted off from the white sludge, the sludge is extracted twice with Et2O (by boiling for a few minutes), the combined organic layers are dried (KOH pellets), evaporated and the residue is distilled in a vacuum. [Nagao et al. J Org Chem 55 1148 1990, Beilstein 4 III 805.]
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