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Chemical Structure| 335627-99-1 Chemical Structure| 335627-99-1

Structure of 335627-99-1

Chemical Structure| 335627-99-1

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Product Details of [ 335627-99-1 ]

CAS No. :335627-99-1
Formula : C11H21NO3
M.W : 215.29
SMILES Code : O=C(OC(C)(C)C)N[C@@H](C(C)(C)C)C=O
MDL No. :MFCD18831520

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Application In Synthesis of [ 335627-99-1 ]

* 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 [ 335627-99-1 ]

[ 335627-99-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 153645-26-2 ]
  • [ 335627-99-1 ]
YieldReaction ConditionsOperation in experiment
10 g With Dess-Martin periodane; In N,N-dimethyl-formamide; at 0 - 20℃; for 2h; To a solution of <strong>[153645-26-2](S)-tert-butyl (1-hydroxy-3,3-dimethylbutan-2-yl)carbamate</strong> (10 g, 46.0 mmol) in DCM (50 mL) was added Dess-Martin periodinane (39.0 g, 92 mmol) portion wise at 0 C. and the reaction mixture was stirred at rt for 2 h. The reaction mixture was quenched with 10% NaHCO3, diluted with DCM. The organic layer was separated and washed with 10% NaHCO3. Then the organic layer was filtered through diatomaceous earth (Celite), washed with DCM. The combined filtrate was dried over Na2SO4and concentrated. The crude was dissolved in diethyl ether and again filtered through diatomaceous earth (Celite), washed with diethyl ether. The combined filtrate was concentrated and dried to obtain aldehyde B-1f (10 g) as a white solid.1H NMR (CDCl3, delta=7.26 ppm, 400 MHz): delta 9.82 (s, 1H), 5.13 (br s, 1H), 4.17 (d, J=8.4, 1H), 1.44 (s, 9H), 1.04 (s, 9H).
10 g With Dess-Martin periodane; In dichloromethane; at 0 - 20℃; for 2h; To a solution of (S)-tert-butyl (l-hydroxy-3,3-dimethylbutan-2-yl)carbamate (10 g, 46.0 mmol) in DCM (50 mL) was added Dess-Martin periodinane (39.0 g, 92 mmol) portion wise at 0 C and the reaction mixture was stirred at rt for 2 h. The reaction mixture was quenched with 10% aHC03, diluted with DCM. The organic layer was separated and washed with 10% NaHC03. Then the organic layer was filtered through diatomaceous earth (Celite ), washed with DCM. The combined filtrate was dried over a2S04and concentrated. The crude was dissolved in diethyl ether and again filtered through diatomaceous earth (Celite ), washed with diethyl ether. The combined filtrate was concentrated and dried to obtain aldehyde B-lf (10 g) as a white solid.XH NMR (CDC13, delta = 7.26 ppm, 400 MHz): delta 9.82 (s, 1 H), 5.13 (br s, 1 H), 4.17 (d, J = 8.4, 1 H), 1.44 (s, 9 H), 1.04 (s, 9 H).
 

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