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Chemical Structure| 79069-54-8 Chemical Structure| 79069-54-8

Structure of 79069-54-8

Chemical Structure| 79069-54-8

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Product Details of [ 79069-54-8 ]

CAS No. :79069-54-8
Formula : C15H21NO4
M.W : 279.33
SMILES Code : O=C(OC(C)(C)C)N[C@H](C=O)COCC1=CC=CC=C1
MDL No. :N/A

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Application In Synthesis of [ 79069-54-8 ]

* 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 [ 79069-54-8 ]

[ 79069-54-8 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 79069-15-1 ]
  • [ 79069-54-8 ]
YieldReaction ConditionsOperation in experiment
96% tert-Butyl N-[(lR)-2- (benzyloxy)-l-(hydroxymethyl)ethyl]carbamate (1.2 g, 4.3 mmole) was dissolved in CH2C12 (40 mL). Dess-Martin periodinane (2.4 g, 5.5 mmole) was added. The solution was stirred for 2 h at room temperature and then quenched with Na2S2(¾ and saturated bicarbonate solution. After extracting with CH2C12, the organic layer was dried over MgS04, filtered, and concentrated by rotary evaporation. Purification by chromatography (silica, 4/1 : Hexane /EtOAc, R{= 0.4) afforded (S)-tert-butyl l-(benzyloxy)-3-oxopropan-2-ylcarbamate as a white solid (1.1 g, 96%).
With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 0℃; for 1h; General procedure: The primary alcohol (890 mg, 1.98 mmol) was dissolved in 30 mL of anhydrous dichloromethane and the solution was cooled to 0 C. After adding 166 mg of sodium carbonate, Dess-Martin Periodinane (0.92 g, 2.18 mmol) was added and the mixture stirred for 1 h at 0 C. As soon as the TLC showed full conversion of the starting material, the reaction was quenched with saturated NaHCO3 solution and 10% sodium thiosulfate solution. The organic layer was then w ashed with brine, dried over sodium sulfate, concentrated in vacuo at low temperature. The crude aldehyde 11a was subjected to the next reaction without further purification.
  • 2
  • [ 79069-54-8 ]
  • [ 79069-15-1 ]
  • 3
  • [ 79069-54-8 ]
  • [ 108149-63-9 ]
 

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