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Chemical Structure| 24629-25-2 Chemical Structure| 24629-25-2
Chemical Structure| 24629-25-2
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Product Details of (2S,3S)-2-amino-3-methylpentan-1-ol

CAS No. :24629-25-2
Formula : C6H15NO
M.W : 117.19
SMILES Code : N[C@@H]([C@@H](C)CC)CO
Synonyms :
H -Isoleucinol
MDL No. :MFCD00004731
InChI Key :VTQHAQXFSHDMHT-NTSWFWBYSA-N
Pubchem ID :2724027

Safety of (2S,3S)-2-amino-3-methylpentan-1-ol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of (2S,3S)-2-amino-3-methylpentan-1-ol

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 24629-25-2 ]

[ 24629-25-2 ] Synthesis Path-Downstream   1~31

  • 3
  • [ 911672-00-9 ]
  • [ 24629-25-2 ]
  • 4
  • [ 24629-25-2 ]
  • [ 5400-70-4 ]
  • N-(2,4,6-Trinitro-phenyl)-L-isoleucinol [ No CAS ]
  • 5
  • [ 626-17-5 ]
  • [ 24629-25-2 ]
  • [ 131380-86-4 ]
  • 6
  • [ 623-26-7 ]
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  • 7
  • [ 100-70-9 ]
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  • [ 108915-03-3 ]
  • 8
  • [ 73-32-5 ]
  • [ 24629-25-2 ]
YieldReaction ConditionsOperation in experiment
4.5 g With lithium aluminium tetrahydride; In tetrahydrofuran; for 20h;Reflux; Inert atmosphere; L-Isoleucinol 3: L-Isoleucinol was prepared following a reported procedure61 with slight modifications. Under nitrogen, 2.5 equiv of Lithium aluminium hydride (7.2 g, 0.19 mol) was stirred in dry THF (120 mL). Then L-isoleucine (10?g, 0.08?mol) was added in portions and the suspension was refluxed for 20?h. After cooling to room temperature, ethyl acetate was added and the reaction mixture was poured carefully to concentrated sodium hydroxide solution. The organic layer was extracted with water and dried with sodium sulphate. 4.5?g of yellow liquid isoleucinol was obtained after removing the solvents. The product was used without further purification. 1H NMR (400?MHz, CDCl3): delta 0.75-0.90 (6H, m), 1.01-1.17 (1H, m), 1.22-1.36 (1H, m), 1.37-1.50 (1H, m), 2.48 (2H, br s), 2.50-2.65 (1H, m), 3.19-3.29 (1H, m), 3.57 (1H, dd, J?=?3.27, 10.64?Hz) ppm.
  • 9
  • [ 22509-74-6 ]
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  • [ 152903-43-0 ]
  • 10
  • [ 58521-49-6 ]
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  • [ 100002-55-9 ]
  • 11
  • [ 10344-69-1 ]
  • [ 24629-25-2 ]
  • [ 133463-85-1 ]
  • 12
  • [ 24629-25-2 ]
  • [ 72155-49-8 ]
  • [(1S,2R)-1-Benzyl-2-hydroxy-3-((1S,2S)-1-hydroxymethyl-2-methyl-butylcarbamoyl)-propyl]-carbamic acid tert-butyl ester [ No CAS ]
  • 13
  • [ 24629-25-2 ]
  • [ 19547-38-7 ]
  • [ 108915-03-3 ]
  • 14
  • [ 24629-25-2 ]
  • [ 6840-01-3 ]
  • [ 133032-22-1 ]
  • 15
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  • [ 108-59-8 ]
  • [ 133463-93-1 ]
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  • [ 91-15-6 ]
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  • 18
  • [ 85-44-9 ]
  • [ 24629-25-2 ]
  • [ 152903-43-0 ]
  • 19
  • [ 24629-25-2 ]
  • [ 79-04-9 ]
  • N-(α-chloroacetyl)-L-isoleucinol [ No CAS ]
  • 20
  • 2-((1S,2S)-1-Hydroxymethyl-2-methyl-butylamino)-cyclopent-1-enecarbonitrile [ No CAS ]
  • [ 24629-25-2 ]
  • 21
  • (Z)-3-((1S,2S)-1-Hydroxymethyl-2-methyl-butylamino)-2-phenyl-acrylonitrile [ No CAS ]
  • [ 24629-25-2 ]
  • 22
  • [ 674-82-8 ]
  • [ 24629-25-2 ]
  • N-((1S,2S)-1-Hydroxymethyl-2-methyl-butyl)-3-oxo-butyramide [ No CAS ]
  • 23
  • [ 59874-09-8 ]
  • [ 24629-25-2 ]
  • (4S)-4,5-dihydro-2-(4'-decyloxyphenyl)-4-<(S)-1-methylpropyl>oxazole [ No CAS ]
  • 24
  • [ 64419-24-5 ]
  • [ 24629-25-2 ]
  • [ 169171-34-0 ]
  • 25
  • [ 767-00-0 ]
  • [ 24629-25-2 ]
  • (4S)-4,5-dihydro-2-(4'-hydroxyphenyl)-4-<(S)-1-methylpropyl>oxazole [ No CAS ]
  • 26
  • [ 20445-31-2 ]
  • [ 24629-25-2 ]
  • 3,3,3-Trifluoro-N-((1S,2S)-1-hydroxymethyl-2-methyl-butyl)-2-methoxy-2-phenyl-propionamide [ No CAS ]
  • 27
  • [ 20445-31-2 ]
  • [ 24629-25-2 ]
  • (R)-3,3,3-Trifluoro-N-((1S,2S)-1-hydroxymethyl-2-methyl-butyl)-2-methoxy-2-phenyl-propionamide [ No CAS ]
  • 28
  • [ 17257-71-5 ]
  • [ 24629-25-2 ]
  • (S)-3,3,3-Trifluoro-N-((1S,2S)-1-hydroxymethyl-2-methyl-butyl)-2-methoxy-2-phenyl-propionamide [ No CAS ]
  • 29
  • [ 50-00-0 ]
  • [ 24629-25-2 ]
  • [ 85711-06-4 ]
  • 30
  • [ 4513-94-4 ]
  • [ 24629-25-2 ]
  • (-)-(4S,6S)-4-(2-Butyl)-4,5-dihydro-2-(2-pyrrolyl)oxazole [ No CAS ]
  • 31
  • [ 50777-76-9 ]
  • [ 24629-25-2 ]
  • (2S,3S)-2-[1-(2-Diphenylphosphanyl-phenyl)-meth-(Z)-ylidene]-amino}-3-methyl-pentan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% In tetrahydrofuran;Reflux; Inert atmosphere; Schlenk technique; General procedure: 2-(phosphino)benzaldehyde, (1) (2,0mmol) and (S)-(+)-isoleucinol (2,2mmol) was dissolved in 20mL THF and refluxed overnight. The reaction was monitored by 1H NMR and at the end of the reaction the volatiles were removed under reduced pressure. Degassed water (10mL) and dichloromethane (50mL) were added to the remained oily product. The organic layer separated, dried under Na2SO4 and evaporated to dryness. The imines (2) were obtained as pale-yellow oil. After the spectroscopic characterization, iminophosphines (2) (0.600g, 1.5mmol) were dissolved in methanol (30mL) and NaBH4 (0.150g, 4.0mmol) was added in three portion at room temperature. The reactions were monitored by 1H NMR and at the end of the reaction the volatiles were removed under reduced pressure. Degassed water (20mL) and dichloromethane (70mL) were added. The dichloromethane phases were washed with water (20ml), brine (20mL) and dried over Na2SO4. Spectroscopically pure oily products were obtained after the removing of the volatiles under reduced pressure.
 

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