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Chemical Structure| 1425038-19-2 Chemical Structure| 1425038-19-2

Structure of 1425038-19-2

Chemical Structure| 1425038-19-2

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Product Details of [ 1425038-19-2 ]

CAS No. :1425038-19-2
Formula : C15H23NO4
M.W : 281.35
SMILES Code : CC(C)(C)[C@H](NC(O[C@H]1[C@H](CCCC#C)C1)=O)C(O)=O

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Application In Synthesis of [ 1425038-19-2 ]

* 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 [ 1425038-19-2 ]

[ 1425038-19-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1425038-19-2 ]
  • [ 1206524-85-7 ]
  • 2
  • [ 1425038-19-2 ]
  • [ 75-64-9 ]
  • [ 1425038-21-6 ]
YieldReaction ConditionsOperation in experiment
In tert-butyl methyl ether; at 40℃;Sealed tube; A solution of alkyne alcohol (3.2 g assay, 25.85 mmol) in 2-MeTHF from Example 7 was added to a mixture of CDI (5.62 g, 33.61 mmol) in 2-MeTHF (32 mL) at 0C ± 5C over 2 h to 5 h. The reaction solution was agitated for additional 1 h to 2 h. Water (16 mL) was added dropwise, while maintaining the internal temperature at 0C to 5C. The reaction solution was then agitated at 0C to 5 C for additional 1 h to 2 h. Heptane (38 mL) was added. The organic phase was separated, and the aqueous layer was extracted with 2-MeTHF/heptane (1 : 1 , 10 mL). The combined organic phase was washed with water (16 mL). The organic phase was azeo tropically dried and solvent-switched to 2-MeTHF at a final volume of -10 mL. NMP (56 mL) was added, followed by tert-L-leucine (4.19 g, 31.02 mmol) and 2-hydroxypyridine N- oxide (1.17 g, 10.34 mmol). The reaction mixture was agitated between 60C to 65C for 10 h to 18 h. MTBE (48 mL) and water (48 mL) were added at RT. The batch was pH adjusted with 5N HC1 to pH = 2.0-2.5. The organic phase was separated, and the aqueous layer was extracted with MTBE (48 mL). The combined organic phase was washed with water (2 x 32 mL). The organic phase was extracted with NaOH aq. (1 N, 40 mL). The separated aqueous phase was washed with MTBE (2 x 32 mL). MTBE (50 mL) was added, and the batch was pH adjusted to pH = 2.0-2.5. The organic phase was washed with water (16 mL). The organic phase was azeo tropically dried under reduced pressure at a final volume of ~1 10 mL containing ~lwt% water. A solution of TBA (2.48 g, 33.61 mmol) in MTBE (3 mL) was added dropwise at 40C + 5C. After -35% of the above TBA solution was added, the batch was seeded. The remaining TBA solution was added dropwise over 2 h to 4 h. After aging at 40C + 5 C for additional 1 h to 2 h, the batch was cooled to RT and filtered. The wet cake was washed MTBE (3 x 30 mL) and dried in a vacuum oven at 30C to 35C with N2 sweep, which afforded the TBA salt. Typical yield: 76-81%
 

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