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Chemical Structure| 58521-45-2 Chemical Structure| 58521-45-2

Structure of 58521-45-2

Chemical Structure| 58521-45-2

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Product Details of [ 58521-45-2 ]

CAS No. :58521-45-2
Formula : C11H21NO3
M.W : 215.29
SMILES Code : O=C(OC(C)(C)C)N[C@@H](CC(C)C)C=O
MDL No. :MFCD00143835

Safety of [ 58521-45-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 58521-45-2 ]

* 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 [ 58521-45-2 ]

[ 58521-45-2 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 95061-47-5 ]
  • [ 58521-45-2 ]
  • [ 128013-71-8 ]
  • 2
  • [ 95061-47-5 ]
  • [ 58521-45-2 ]
  • [ 128053-08-7 ]
  • [ 128053-06-5 ]
  • 3
  • [ 6086-21-1 ]
  • [ 58521-45-2 ]
  • (S)-2-(tert-butoxycarbonyl)amino-4-methyl-(R)-1-(1-methyl-1 H-1,2,4-triazol-5-yl)pentan-1-ol [ No CAS ]
  • (S)2-tert-butoxycarbonyl)amino-4-methyl-(S)1-(1-methyl-1H-1,2,4-triazol-5-yl)pentan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
7% With n-butyllithium; sodium hydrogencarbonate; citric acid; In tetrahydrofuran; ethyl acetate; To a solution of 5.3 g of 1-methyl-1,2,4-triazole in 100 ml of tetrahydrofuran under nitrogen at -75° C. was added via syringe 25.6 ml of n-butyllithium. The solution was stirred 1.5 hour at -75° C. and then 6.9 g of N-tert-butoxycarbonyl-L-leucinal in 25 ml of tetrahydrofuran at -75° C. was added. The mixture was stirred 1/2 hour each at -75° C. and at -23° C. the mixture was treated with 10 ml of saturated ammonium chloride and concentrated. The residue in 100 ml of ethyl acetate was washed with 50 ml of each of water, 2N citric acid, 1M sodium bicarbonate and brine and dried. The solution was filtered and concentrated to give 8.41 g (88percent) f a colorless oil which partly crystallized. Two recrystallization from iso-propyl acetate afforded 1.85 of (S)2-(tert-butoxycarbonyl)amino-4-methyl-(R)1-(<strong>[6086-21-1]1-methyl-1H-1,2,4-triazol</strong>-5 -yl)pentan-1-ol, mp 144°-145° C. [alpha]D26 -26+-1°(c, 1.1, MeOH). The combined method liquor fraction (5.47 g) was chromatographed on silica gel with ethyl acetate-dichloromethane (2:3) as solvent on a Waters Prep 500 instrument. Fractions containing the less polar diastereomer were combined and crystallized form ether/hexane to give 0.67 g (7percent yield) of (S)2-tert-butoxycarbonyl)amino-4-methyl-(S)1-(<strong>[6086-21-1]1-methyl-1H-1,2,4-triazol</strong>-5-yl)pentan-1-ol as crystals, mp 114°-116° C., [alpha]D26 =-38°+-1 (c, 1.2, MeOH).
 

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