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Chemical Structure| 291533-28-3 Chemical Structure| 291533-28-3

Structure of 291533-28-3

Chemical Structure| 291533-28-3

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Product Details of [ 291533-28-3 ]

CAS No. :291533-28-3
Formula : C11H21NO3
M.W : 215.29
SMILES Code : O=C(OC(C)(C)C)N[C@H]1[C@@H](O)CCCC1
English Name :tert-Butyl ((1R,2S)-2-hydroxycyclohexyl)carbamate
MDL No. :MFCD11975366
InChI Key :XVROWZPERFUOCE-BDAKNGLRSA-N
Pubchem ID :14249472

Safety of [ 291533-28-3 ]

Application In Synthesis of [ 291533-28-3 ]

* 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 [ 291533-28-3 ]

[ 291533-28-3 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 291533-10-3 ]
  • [ 214679-17-1 ]
  • [ 291533-28-3 ]
YieldReaction ConditionsOperation in experiment
With potassium hydroxide; trans-RuCl2[(R)-xylbinap][(S)-daipen]; hydrogen In isopropyl alcohol at 25℃; for 5h; Title compound not separated from byproducts.;
  • 2
  • [ 34619-03-9 ]
  • [ 200352-28-9 ]
  • [ 291533-28-3 ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate In tetrahydrofuran; water at 0 - 20℃; Inert atmosphere;
  • 3
  • [ 291533-28-3 ]
  • [ 149524-64-1 ]
YieldReaction ConditionsOperation in experiment
33.5 g In dichloromethane at 0 - 25℃; for 1h; 23.2 2. Preparation of compound 3. To a solution of compound 2 (35.50 g, 164.89 mmol) in DCM (300.00 mL) was added DMP (80.43 g, 189.62 mmol) at 0 °C. The mixture was stirred at 025 °C for 1 hr. TLC showed the reaction was completed. The reaction was quenched with sat. Na2SO3 aq. and sat. NaHCO3 aq. (V/V = 1:1, 800 mL), extracted with DCM (300 mL*3). The combined organic layers were dried over anhydrous MgSO4, filtered, and concentrated to afford a crude, which was purified by column chromatography on silica gel (Petroleum ether: Ethyl acetate = 10:1, 5:1) to afford compound 3 colorless oil (33.5 g). TLC (Petroleum ether: Ethyl acetate =3:1)Rf= 0.69.
  • 4
  • [ 24424-99-5 ]
  • [ 200352-28-9 ]
  • [ 291533-28-3 ]
YieldReaction ConditionsOperation in experiment
100% With triethylamine In dichloromethane at 0 - 20℃; for 16h;
  • 5
  • [ 291533-28-3 ]
  • [ 2108567-79-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere 2: sodium hydroxide / ethyl acetate / 24 h / 60 °C / Inert atmosphere 3: hydrogenchloride / ethyl acetate; water / 0.5 h 4: triethylamine / dichloromethane / 1 h / 0 °C
Multi-step reaction with 5 steps 1: triethylamine; thionyl chloride; 1H-imidazole / dichloromethane / 2.5 h / 0 - 20 °C / Inert atmosphere; Cooling with ice 2: ruthenium(III)chloride; sodium periodate / ethyl acetate / 0 - 20 °C 3: acetonitrile / 24 h / 75 °C / Inert atmosphere 4: hydrogenchloride / ethyl acetate; water / 0.5 h 5: triethylamine / dichloromethane / 1 h / 0 °C
  • 6
  • [ 291533-28-3 ]
  • [ 2563870-87-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: triethylamine / dichloromethane / 16 h / 0 - 20 °C 2: triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere 3: sodium hydroxide / ethyl acetate / 40 h / 60 °C / Inert atmosphere 4: hydrogenchloride / ethyl acetate; water / 0.5 h 5: triethylamine / dichloromethane / 1 h / 0 °C
  • 7
  • [ 291533-28-3 ]
  • [ 179756-91-3 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride
 

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