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Chemical Structure| 134526-69-5 Chemical Structure| 134526-69-5

Structure of 134526-69-5

Chemical Structure| 134526-69-5

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Product Details of [ 134526-69-5 ]

CAS No. :134526-69-5
Formula : C11H19NO3
M.W : 213.27
SMILES Code : O=C(N1[C@@H](C=O)CCCC1)OC(C)(C)C
MDL No. :MFCD06738714

Safety of [ 134526-69-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H315-H319-H332-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 134526-69-5 ]

* 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 [ 134526-69-5 ]

[ 134526-69-5 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 134441-61-5 ]
  • [ 134526-69-5 ]
YieldReaction ConditionsOperation in experiment
82% With Dess-Martin periodane; In dichloromethane; at 20℃; for 2h; Dess-Matin (10.4 g, 24.5 mmol, 1.1 eq) was added to compound 2b (4.8 g, 22.3 mmol, 1.0 eq) in DCM (60 mL).Reaction at room temperature for 2h.The reaction was poured into saturated NaHCO3 and extracted with EtOAc (2 x 30 mL).The organic phases were combined, washed with saturated brine, dried over Na2SO4, spin-dried, and passed through a column (PE / EA = 8/1) to obtain compound 2 (3.9 g, yield: 82%).TLC: PE / EA = 2/1, I2, Rf (compound 2b) = 0.2, Rf (compound 2) = 0.4.
  • 2
  • [ 164456-75-1 ]
  • [ 134526-69-5 ]
YieldReaction ConditionsOperation in experiment
64% Example 2.1; (R)-2-Formyl-piperidine-1-carboxylic acid tert-butyl ester; To the title compound of Example 1.1 (5.4 g, 22.1 mmol) in toluene (50 mL) at -78 C. was added 1.5 M DIBAL in toluene (33.8 mL, 50.7 mmol) drop-wise over 40 minutes. Methanol (120 mL) was then added drop-wise at -78 C. over 10 minutes. The reaction mixture was moved to an ice-bath where 10% wt citric acid (500 mL) was added and then the mixture was stirred for an additional 1 hour. After the resulting mixture was extracted with ethyl acetate (2 times), the organic layer was washed with water and brine, dried over anhydrous Na2SO4, filtered and concentrated to give the title product as a colorless oil (3.0 g, 64%).1H NMR (300 MHz, CDCl3): delta 9.61 (s, 1H), 4.60 (m, 1H), 4.96 (m, 1H), 2.91 (m, 1H), 2.19 (m, 1H), 1.49 (m, 14H)
64% Example 2.1(R)-2-Formyl-piperidine-1-carboxylic acid tert-butyl ester To the title compound of Example 1.1 (5.4 g, 22.1 mmol) in toluene (50 mL) at -78 C. was added 1.5 M DIBAL in toluene (33.8 mL, 50.7 mmol) drop-wise over 40 minutes. Methanol (120 mL) was then added drop-wise at -78 C. over 10 minutes. The reaction mixture was moved to an ice-bath where 10% wt citric acid (500 mL) was added and then mixture was stirred for an additional 1 hour. After the resulting mixture was extracted with ethyl acetate (2 times), the organic layer washed with water and brine, dried over anhydrous Na2SO4, filtered and concentrated to give the title product as a colorless oil (3.0 g, 64%).1H NMR (300 MHz, CDCl3): delta (ppm) 9.61 (s, 1H), 4.60 (m, 1H), 4.96 (m, 1H), 2.91 (m, 1H), 2.19 (m, 1H), 1.49 (m, 14H)
  • 3
  • [ 134526-69-5 ]
  • [ 134441-61-5 ]
 

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