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Chemical Structure| 106539-36-0 Chemical Structure| 106539-36-0

Structure of 106539-36-0

Chemical Structure| 106539-36-0

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Product Details of [ 106539-36-0 ]

CAS No. :106539-36-0
Formula : C9H19NO3
M.W : 189.25
SMILES Code : C[C@H](NC(OC(C)(C)C)=O)CCO
MDL No. :MFCD08275825

Safety of [ 106539-36-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501

Application In Synthesis of [ 106539-36-0 ]

* 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 [ 106539-36-0 ]

[ 106539-36-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 24424-99-5 ]
  • [ 61477-39-2 ]
  • [ 106539-36-0 ]
YieldReaction ConditionsOperation in experiment
55% With triethylamine; In dichloromethane; at 20℃; for 2h; [00614] To a solution of Example 127a (10 g, 0.11 mol) and TEA (17 g, 0.17 mol) in DCM (100 mL) was added Boc20 (29.4 g, 0.13 mol), which was stirred for 2 h at room temperature. The reaction mixture was concentrated under reduced pressure and which was purified by silica gel chromatography (Petroleum ether/EtOAc =1/1) to give the desired product Example 127b (11.5 g, yield 55percent) as a white solid.
In methanol; at 18 - 25℃; Di-tert-butyl dicarbonate (2.60 mL, 11.22 mmol) was added to a solution of (S)-3- aminobutan-l-ol (1.00 g, 11.2 mmol) in MeOH (10 mL) at room temperature. The mixture was stirred at room temperature and allowed to stand. The mixture was partitioned between water and DCM. The aqueous phase was extracted with DCM. The combined organic phases were dried (MgS04) and concentrated in vacuo. The residue was dissolved in DCM (10 mL), dried (MgS04) and concentrated in vacuo to afford the title compound.H NMR (400 MHz, CD3CN) 5 ppm 1.11 (d, J= 6.69 Hz, 3 H), 1.41 (s, 9 H), 1.44 - 1.51 (m, 1 H), 1.55 - 1.69 (m, 1 H), 2.85 - 3.05 (m, 1 H), 3.43 - 3.58 (m, 2 H), 3.61 - 3.80 (m, 1 H), 5.13 - 5.34 (m, 1 H)
With triethylamine; In dichloromethane; at 20℃; for 16h; To a solution of (S)-3-Aminobutan-1-ol (2.00 g, 22.4 mmol) in DCM (10.0 mL) was added TEA (4.74 mL, 33.7 mmol) and di-tert-butyl dicarbonate (5.67 mL, 24.7 mmol). The resulting mixture was stirred at RT for 16 hours. Upon completion, ice water was added, then the aqueous layer was extrated twice with DCM. The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure to give the title compound (4.12 g, crude).
 

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