(R)-3-AMINO-1-BUTANOL
(R)-3-AMINO-1-BUTANOL
  • CAS No.:61477-40-5
Other grades of this product :
(R)-3-AMINO-1-BUTANOL Basic information
Product Name:(R)-3-AMINO-1-BUTANOL
Synonyms:R-3-amino-1-butanol;(3R)-3-Amino-1-butanol;1-Butanol,3-aMino-, (3R)-;(-)-(R)-3-aMinopropan-1-ol;(3R)-3-aMinobutan-1-ol;R-3-aMnio-butanol;Dolutegravir INT 2;DOLUTEGRAVIR2
CAS:61477-40-5
MF:C4H11NO
MW:89.14
EINECS:640-387-9
Product Categories:Dolutegravir intermediate
Mol File:61477-40-5.mol
(R)-3-AMINO-1-BUTANOL Chemical Properties
Boiling point 168℃
density 0.927
refractive index 1.4530 to 1.4570
Fp 56℃
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
form clear liquid
pka15.00±0.10(Predicted)
color Colorless to Light orange to Yellow
CAS DataBase Reference61477-40-5
Safety Information
RIDADR 2735
HazardClass 8
PackingGroup 
MSDS Information
(R)-3-AMINO-1-BUTANOL Usage And Synthesis
Description(R)-3-AMINO-1-BUTANOL is an alcohol organic compound, which is a key intermediate for many chiral drugs.
Chemical PropertiesColorless Liquid
SynthesisRelease of (R)-3-amino-1-butanol From the (S)-mandelic Salt Thereof; The (S)-mandelic salt of (R)-3-amino-1-butanol obtained in Example 1.1 (372 g, 1.54 mol) was suspended in triethanolamine (1 I) at 80° C., and the slurry was admixed with sodium methoxide (277.6 g, 1.54 mol; 30% in methanol), which gave a clear solution. This was heated to 100° C. and vacuum was applied. In a stepwise manner, a pressure of 750, 500, 250, 100, 50 and finally 20 mbar was applied. Through an attached Claisen distillation head (no return stream, no column), a clear distillate distilled over at a top temperature of 50 to 60° C., which was predominantly methanol. The pressure was then lowered further to 5 mbar, and (R)-3-amino-1-butanol distilled over at a top temperature of 76° C. The product was distilled once again in a water jet pump vacuum, in the course of which (R)-3-amino-1-butanol distilled over at 93° C. and 26 mbar. This gave 125 g (91% of theory) of (R)-3-amino-1-butanol as a colorless liquid with an optical purity of 99.6% ee.The optical purity of (R)-3-amino-1-butanol was determined by means of GC. To this end, (R)-3-amino-1-butanol (200 mg) and triethylamine (300 mg) were dissolved in diethyl ether (15 ml) and admixed with trifluoroacetic anhydride (0.6 ml). After stirring for 30 minutes, saturated ammonium chloride solution (5 ml) was added and the mixture was stirred for a further 15 minutes. Subsequently, the mixture was left to stand until two phases had formed, and a sample of the upper clear phase was analyzed by GC.Column: Hydrodex-TBDAc, 25 m×0.25 mm, Macherey & NagelInlet temperature: 250° C.Detector temperature: 250° C.Injection volume : 0.5 μlMode: SplitSplit ratio: 100:1Carrier gas: HeFlow: 0.8 ml/min (constant flow)Program:Initial temperature: 135° C.Initial time: 10 minRate: 5° C./minFinal temperature: 170° C.Final time: 35 minRetention times:R enantiomer: 17.68 min (N-trifluoroacylated) 21.23 min (N,O-bis-trifluoroacylated)S enantiomer: 18.24 min (N-trifluoroacylated) 20.11 min (N,O-bis-trifluoroacylated)

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