D-Valinol
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D-Valinol

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D-Valinol (CAS# 4276-09-9) is used as a reagent in the synthesis of the HIV type 1 integrase inhibitor Elvitegravir (E509000). D-Valinol is also used in the preparation of novel 2-(alkylmorpholin-4-yl)-6-(3-fluoropyridin-4-yl)-pyrimidin-4(3H)-ones as orally active GSK-3β inhibitors for Alzheimer's disease.

Category
Amino Alcohol
Catalog number
BAT-000372
CAS number
4276-09-9
Molecular Formula
C5H13NO
Molecular Weight
103.2
D-Valinol
IUPAC Name
(R)-2-amino-3-methylbutan-1-ol
Synonyms
H-D-Val-ol; (R)-(-)-2-Amino-3-methyl-1-butanol
Appearance
White crystals or colorless to pale yellow transparent liquid
Purity
≥ 99 % (GC)
Density
0.931 g/mL at 20 °C (lit.)
Melting Point
35-36 °C (lit.)
Boiling Point
189-190 °C (lit.)
Storage
Store at 2-8 °C
InChI
InChI=1S/C5H13NO/c1-4(2)5(6)3-7/h4-5,7H,3,6H2,1-2H3/t5-/m0/s1
InChI Key
NWYYWIJOWOLJNR-YFKPBYRVSA-N
Canonical SMILES
CC(C)C(CO)N
1. Chiral separation of aliphatic primary amino alcohols as o-phthaldialdehyde/mercaptoethanol derivatives on polysaccharide-based chiral stationary phases
Michal Douša Chirality. 2019 Mar;31(3):202-210. doi: 10.1002/chir.23047. Epub 2019 Jan 17.
A sensitive chiral high performance liquid chromatography (HPLC) method for the determination of aliphatic primary amino alcohol isomers with o-phthaldialdehyde/mercaptoethanol precolumn derivatization has been developed and validated. Seven chiral columns were tested in a reversed phase mode. Excellent enantioseparation with the resolution more than 2.0 was achieved on Chiralcel OJ-3R. The effect of various chromatographic conditions including column temperature, acetonitrile content in the mobile phase, buffer pH, buffer concentration, and buffer type in the mobile phase on the retention and the selectivity was investigated. The final mobile phase consisted of binary mixture of 20mM ammonium formate solution with acetonitrile (75:25; v/v). The analyses were performed at mobile phase flow rate of 1.0 mL/min and the column temperature of 40°C. The fluorescence detection was performed at excitation wavelength of 345 nm and emission wavelength of 450 nm. The developed method was fully validated in terms of linearity, sensitivity, accuracy, precision, intermediate precision, and selectivity according to International Council for Harmonisation of Technical Requirements for Pharmaceuticals for Human Use guidelines using internal normalization procedure. The proposed chiral method was proved to be highly sensitive, simple, and rapid and was successfully applied to the determination of D-Valinol content in commercially available samples of L-Valinol.
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