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Chemical Structure| 4455-77-0 Chemical Structure| 4455-77-0

Structure of 4455-77-0

Chemical Structure| 4455-77-0

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Product Details of [ 4455-77-0 ]

CAS No. :4455-77-0
Formula : C14H15O2P
M.W : 246.24
SMILES Code : COCP(C1=CC=CC=C1)(C2=CC=CC=C2)=O
English Name :(Methoxymethyl)diphenylphosphine oxide
MDL No. :MFCD00015451
InChI Key :OEPKDBQOTLDTNC-UHFFFAOYSA-N
Pubchem ID :78203

Safety of [ 4455-77-0 ]

Application In Synthesis of [ 4455-77-0 ]

* 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 [ 4455-77-0 ]

[ 4455-77-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 10408-15-8 ]
  • [ 4455-77-0 ]
  • [ 262357-63-1 ]
YieldReaction ConditionsOperation in experiment
With lithium diisopropyl amide In tetrahydrofuran; hexane at -70 - 90℃;
  • 2
  • [ 14505-80-7 ]
  • [ 4455-77-0 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
46% With lithium dipropan-2-ylazanide In tetrahydrofuran at -40 - 40℃; for 16h; Inert atmosphere; 220.a Step a. (2R,6S)-4-(Methoxymethylene)-2,6-dimethyltetrahydro-2H -pyran. To a 0 °C cooled solution of LDA (2 M in THF, 4.4 mL, 8.80 mmol) a solution of (methoxymethyl)diphenylphosphine oxide (1.92 g, 7.80 mmol) in anh THF (30 mL) was added. The resulting red solution was cooled to -40 °C, and another solution of ( 2R,6S )- 2,6-dimethyltetrahydro-4N -pyran-4-one (250 mg, 1.95 mmol) in anh THF (10 mL) was added. The resulting brown suspension was stirred at -40 °C for 30 min and then warmed up to 40 °C for 16 hunder argonatmosphere. Then, the reaction mixture was cooled down to r.tand quenched with water. Then, brine was added to this solution and the aqueous layer was extracted with EtOAc. The combined organic extracts were dried over MgSO4, filtered and concentrated. The residue was purified by flash chromatography, silica gel, hexane/EtOAc, to give the title compound as an oil (141 mg, Yield: 46%).
46% With lithium dipropan-2-ylazanide In tetrahydrofuran at -40 - 40℃; for 16h; Inert atmosphere; 220.a Step a. (2R,6S)-4-(Methoxymethylene)-2,6-dimethyltetrahydro-2H -pyran. To a 0 °C cooled solution of LDA (2 M in THF, 4.4 mL, 8.80 mmol) a solution of (methoxymethyl)diphenylphosphine oxide (1.92 g, 7.80 mmol) in anh THF (30 mL) was added. The resulting red solution was cooled to -40 °C, and another solution of ( 2R,6S )- 2,6-dimethyltetrahydro-4N -pyran-4-one (250 mg, 1.95 mmol) in anh THF (10 mL) was added. The resulting brown suspension was stirred at -40 °C for 30 min and then warmed up to 40 °C for 16 hunder argonatmosphere. Then, the reaction mixture was cooled down to r.tand quenched with water. Then, brine was added to this solution and the aqueous layer was extracted with EtOAc. The combined organic extracts were dried over MgSO4, filtered and concentrated. The residue was purified by flash chromatography, silica gel, hexane/EtOAc, to give the title compound as an oil (141 mg, Yield: 46%).
 

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