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[ CAS No. 180186-94-1 ] {[proInfo.proName]}

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Chemical Structure| 180186-94-1
Chemical Structure| 180186-94-1
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Product Details of [ 180186-94-1 ]

CAS No. :180186-94-1 MDL No. :MFCD06797115
Formula : C21H18N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :BDHSVQLSNIGJNC-ZCLUNYJNSA-N
M.W : 330.38 Pubchem ID :1268099
Synonyms :

Safety of [ 180186-94-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 180186-94-1 ]

* 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.

  • Upstream synthesis route of [ 180186-94-1 ]

[ 180186-94-1 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 136030-00-7 ]
  • [ 10344-69-1 ]
  • [ 180186-94-1 ]
YieldReaction ConditionsOperation in experiment
65% at 0 - 20℃; for 96 h; A 3 L round bottom flask was charged with diethyl MALONIMIDATE dihydrochloride (25.8 g, 0.112 moles, 1.0 equiv. ) and DIMETHYLFORMAMIDE (DMF) (320 mL). The mixture was cooled in an ice bath. To this suspension was added (LR, 2S)- (+)-CIS-L-AMINO-2- indanol (40 G, 0.268 moles, 2.4 equivalents), in portions, over twenty minutes. The ice bath then was removed, and the reaction allowed to warm to room temperature, during which time the reaction product precipitated from the reaction. After four days stirring at room temperature, the reaction was filtered. The collected white solid was suspended in CH2Cl2 (450 ML). The mixture then was washed with water (260 ML) and brine (260 mL). The organic lay- er was dried over sodium sulfate (NA2SO4), filtered, and concentrated to an off-white solid. Drying overnight under vacuum provided 23.9 g (65percent yield) of the bis (oxazoline) (4). 1H NMR (300 MHZ/CDCL3) : 6 7. 45 (m, 2H, Ar-H); 7.27-7. 21 (m, 6H, AR-H) ; 5.56 (d, J=7.9 Hz, 2H, N-CH); 5.34 (M, 2H, O-CH) ; 3.39 (DD, J=7.0, 18. 0 Hz, 2H, Ar-CHH); 3 : 26 (S, 2H, -CH2-0); 3.16 (d, J=18.0 Hz, 2H, 14-CHH). The'NMR is consistent with the peak assignments made in WO 00/15599.
Reference： [1] Organic Letters, 2017, vol. 19, # 8, p. 2150 - 2153
[2] Journal of the American Chemical Society, 2018, vol. 140, # 1, p. 139 - 142
[3] Patent: WO2004/96764, 2004, A1, . Location in patent: Page 38
[4] Organic Letters, 2006, vol. 8, # 3, p. 539 - 542
  • 2
  • [ 136030-00-7 ]
  • [ 180186-94-1 ]
Reference： [1] Tetrahedron Asymmetry, 2001, vol. 12, # 21, p. 2931 - 2935
[2] Tetrahedron Letters, 1996, vol. 37, # 22, p. 3815 - 3818
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Reason: Optical isomers

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