(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-VALINOL;L-(+)-VALINOL;H-VALINOL;H-L-VAL-OL;(2S)-2-AMINO-3-METHYL-BUTAN-1-OL;L-Valinol ,98%;(S)-2-Isopropyl-2-aminoethanol;(S)-(+)-2-Amino-3-methyl-1-butanol,96%
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);Asymmetric Synthesis;Chiral Building Blocks;Synthetic Organic Chemistry;Chiral Compound;Amino alcohols;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.)
Fp	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 Information

Provider	Language
L-(+)-Valinol	English
SigmaAldrich	English
ACROS	English
ALFA	English

(S)-(+)-2-Amino-3-methyl-1-butanol Usage And Synthesis

Chemical Properties	white to light yellow crystal powde
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.
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.
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.]

(S)-(+)-2-Amino-3-methyl-1-butanol Preparation Products And Raw materials

Preparation Products

(4S 4'S)-(-)-2 2'-(3-PENTYLIDENE)BIS(4-&-->(S)-4,5-DIHYDRO-2-(2-((S)-4,5-DIHYDRO-4-ISOPROPYLOXAZOL-2-YL)PROPAN-2-YL)-4-ISOPROPYLOXAZOLE-->(S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone-->(S,S)-2,6-BIS(4-ISOPROPYL-2-OXAZOLIN-2-YL)PYRIDINE-->1-[(4S)-4-(1-Methylethyl)-2-thioxo-3-oxazolidinyl]--->Carbamic acid, [(1R)-1,2-dimethylpropyl]-, 1,1-dimethylethyl ester (9CI)-->5-isopropylmorpholin-3-one-->CYCLO(-VAL-VAL)-->(S)-4-(1-Isopropyl)-3-(1-oxobutyl)-2-oxazolidinone-->(S)-1-Methoxymethyl-2-methyl-propylamine

(S)-(+)-2-Amino-3-methyl-1-butanol

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