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Chemical Structure| 1401067-03-5

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Product Details of [ 1401067-03-5 ]

CAS No. :1401067-03-5
Formula : C14H20F6O4
M.W : 366.30
SMILES Code : O=C(O)[C@H](CCC(F)(F)F)[C@@H](C(OC(C)(C)C)=O)CCC(F)(F)F

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Application In Synthesis of [ 1401067-03-5 ]

* 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 [ 1401067-03-5 ]

[ 1401067-03-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1049037-18-4 ]
  • [ 1401067-00-2 ]
  • [ 1401067-03-5 ]
  • [ 1401067-04-6 ]
YieldReaction ConditionsOperation in experiment
Intermediate S-1: (2R,3S)-3-(tert-Butoxycarbonyl)-6,6,6-trifluoro-2-(3,3,3-trifluoropropyl)hexanoic acid, and Intermediate S-1E: (2R,3R)-3-(tert-Butoxycarbonyl)-6,6,6-trifluoro-2-(3,3,3-trifluoropropyl)hexanoic acid [0289] [0290] To a cool (0 C.), stirred solution of Intermediate S-1I and Intermediate S-1J (4.54 g, 9.51 mmol) in THF (140 mL) and water (42 mL) were sequentially added hydrogen peroxide (30% in water) (10.3 g, 91 mmol) and LiOH (685.3 mg, 28.6 mmol). The mixture was stirred for 1 hr. At this time the reaction vessel was removed from the cold bath and then stirred for 1.5 hr. To the reaction mixture were added saturated NaHCO3 (45 mL) and saturated Na2SO3 (15 mL), and then the mixture was partially concentrated under reduced pressure. The resulting crude solution was extracted with DCM (3×). The aqueous phase was acidified to pH1-2 with 1N HCl, extracted with DCM (3×) and then EtOAc (1×). The combined organics were washed with brine, dried (Na2SO4), filtered and concentrated under reduced pressure to provide a mixture of Intermediates S-1 and S-1E (3.00 g, 86%) as a colorless oil: 1H NMR (400 MHz, CDCl3) δ ppm 2.76-2.84 (1H, m, diastereomer 2), 2.64-2.76 (3H, m), 2.04-2.35 (8H, m), 1.88-2.00 (4H, m), 1.71-1.83 (4H, m), 1.48 (9H, s, diastereomer 1), 1.46 (9H, s, diastereomer 2); 1H NMR showed a 1.7:1 mixture of S-1E:S-1F by integration of the peaks for the t-butyl groups.
  • 2
  • [ 1401067-00-2 ]
  • [ 1401067-03-5 ]
 

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