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Chemical Structure| 215178-45-3 Chemical Structure| 215178-45-3

Structure of 215178-45-3

Chemical Structure| 215178-45-3

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Product Details of [ 215178-45-3 ]

CAS No. :215178-45-3
Formula : C20H21NO3
M.W : 323.39
SMILES Code : O=C(N1[C@@H](CO)CCC1)OCC2C3=C(C4=C2C=CC=C4)C=CC=C3
MDL No. :MFCD00270370
InChI Key :HJUXXCOVGMCKQL-CQSZACIVSA-N
Pubchem ID :688636

Safety of [ 215178-45-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 215178-45-3 ]

* 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 [ 215178-45-3 ]

[ 215178-45-3 ] Synthesis Path-Downstream   1~10

  • 1
  • C25H22N2O3S [ No CAS ]
  • [ 215178-45-3 ]
  • 2
  • [ 215178-45-3 ]
  • [ 269072-00-6 ]
YieldReaction ConditionsOperation in experiment
General procedure: A solution of 0.3mL (0.32g, 4.1mmol) of anhydrous dimethyl sulfoxide in anhyd. CH2Cl2 (15mL) was placed in a round-bottom flask with magnetic stirrer and under inert atmosphere (N2). The mixture was cooled at-78C, 0.32mL (0.48g, 3.7mmol) of oxalyl chloride was added drop-wise and the reaction mixture was stirred during thirty additional minutes at-78C. (S)- or (R)-Fmoc prolinol (0.56g, 1.7mmol) of 2 dissolved in anhydrous CH2Cl2 (10mL) was added dropwise and the resulting mixture was stirred for 60min at-78C. Triethylamine (1.44mL, 1.04g, 10.28mmol) was added drop-wise and the resulting reaction mixture was stirred during 60min at-78C and 30min at 0C. The organic layer was washed with brine (3×25mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo to obtain the crude product as an oil. The crude was used immediately in the next step without further purification.
  • 3
  • [ 215178-45-3 ]
  • [ 124482-92-4 ]
  • [ 1361107-60-9 ]
  • 4
  • [ 71989-31-6 ]
  • [ 215178-45-3 ]
YieldReaction ConditionsOperation in experiment
93% General procedure: (S)- or (R)-Fmoc proline (4.58g, 13.6mmol) in anhydrous THF (125mL) was placed in a round-bottomed flask with magnetic stirrer and under inert atmosphere (N2). The resulting solution was cooled to 0C, before the slow addition of NaBH4 (0.82g, 21.7mmol). The reaction mixture was stirred during 60min at 0C, and then 3.4mL (3.85g, 27.1mmol) of boron trifluoride diethyl etherate were added dropwise, and stirring was continued for 18h at 0C. The reaction progress was monitored by TLC (CH2Cl2/EtOAc 70:30). Thirty milliliters of water were added at 0C and the resulting mixture was stirred for 30min. THF was evaporated in vacuo, the remaining aqueous layer was extracted with EtOAc (3×100mL) and the combined organic fractions were washed with brine, dried over anhydrous Na2SO4 and filtered. The solvent was evaporated under reduced pressure and the crude product was purified by flash chromatography, using gradient CH2Cl2:EtOAc (95:5)?(85:15) as eluent. The product (hard gum) was precipitated with cold hexane to obtain a white powder, which was stored at-15C.
  • 5
  • [ 215178-45-3 ]
  • (R)-(9H-fluoren-9-yl)methyl 2-{(E)-[((S)-tert-butylsulfinyl)imino]methyl}pyrrolidine-1-carboxylate [ No CAS ]
  • 6
  • [ 215178-45-3 ]
  • (R)-(9H-fluoren-9-yl)methyl 2-{(E)-[((R)-tert-butylsulfinyl)imino]methyl}pyrrolidine-1-carboxylate [ No CAS ]
  • 7
  • [ 215178-45-3 ]
  • (R)-(9H-fluoren-9-yl)methyl 2-[(S)-1,1-dimethylethylsulfinamido]methyl}pyrrolidine-1-carboxylate [ No CAS ]
  • 8
  • [ 215178-45-3 ]
  • (R)-(9H-fluoren-9-yl)methyl 2-[(R)-1,1-dimethylethylsulfinamido]methyl}pyrrolidine-1-carboxylate [ No CAS ]
  • 9
  • [ 215178-45-3 ]
  • (S)-2-methyl-N-[(R)-pyrrolidin-2-ylmethyl]propane-2-sulfinamide [ No CAS ]
  • 10
  • [ 215178-45-3 ]
  • (R)-2-methyl-N-[(R)-pyrrolidin-2-ylmethyl]propane-2-sulfinamide [ No CAS ]
 

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