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Chemical Structure| 111333-97-2 Chemical Structure| 111333-97-2

Structure of 111333-97-2

Chemical Structure| 111333-97-2

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Product Details of [ 111333-97-2 ]

CAS No. :111333-97-2
Formula : C7HF5O2
M.W : 212.07
SMILES Code : FC1=C(OC=O)C(F)=C(F)C(F)=C1F

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Application In Synthesis of [ 111333-97-2 ]

* 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 [ 111333-97-2 ]

[ 111333-97-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 128293-62-9 ]
  • [ 111333-97-2 ]
  • [ 128293-78-7 ]
  • 2
  • [ 111333-97-2 ]
  • [ 129799-08-2 ]
  • [ 1108698-35-6 ]
YieldReaction ConditionsOperation in experiment
In dichloromethane; at 20℃;Inert atmosphere; EXAMPLE 1; 2-tert-Butyl 8-methyl 6-[(1S,2R)-1-benzyl-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]carbamoyl}-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxylate; The preparation of pentafluorophenyl formate is described in the literature (Lajos Kisfaludy et al., Synthesis 1987, 5, 510).1.1: 1-tert-Butyl 3-methyl 4-formylpiperazine-1,3-dicarboxylate; 10 g of 2-methoxycarbonyl-4-N-tert-butyl piperazine are dissolved in 25 cm3 of dichloromethane under an inert atmosphere at a temperature close to 20 C. The pentafluorophenyl formate solution obtained in the preceding step is added dropwise at a temperature close to 20 C. Stirring is continued for 1 h 30 min after the end of the addition. The reaction mixture is concentrated using a rotary evaporator under reduced pressure (5 kPa). The yellow-orange oil obtained is purified by flash chromatography through a silica cartridge (column: 700 g; particle size: 40-60 mum; flow rate: 80 cm3/min; eluent: 30% cyclohexane/70% ethyl acetate). After concentrating the fractions under reduced pressure (5 kPa), 10.5 g of 1-tert-butyl 3-methyl 4-formylpiperazine-1,3-dicarboxylate are obtained in the form of a pale yellow oil.NMR: for this batch, a 50%-50% resolution of rotamers is observed with:1.38 (s, 4.5H); 1.39 (s, 4.5H); from 2.62 to 2.93 (m, 1.5H); 3.08 (m, 1H); 3.26 (partially masked m, 0.5H); 3.64 (partially masked m, 0.5H); 3.68 (s, 1.5H); 3.69 (s, 1.5H); 3.90 (m, 1H); 4.02 (m, 0.5H); 4.36 (broad d, J=13.5 Hz, 0.5H); 4.42 (broad d, J=13.5 Hz, 0.5H); 4.71 (broad d, J=4.5 Hz, 0.5H); 4.89 (broad d, J=4.5 Hz, 0.5H); 8.09 (s, 0.5H); 8.16 (s, 0.5H).
 

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