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Chemical Structure| 1334513-02-8 Chemical Structure| 1334513-02-8
Chemical Structure| 1334513-02-8

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Product Details of (S)-isopropyl 2-(((S)-(perfluorophenoxy)(phenoxy)phosphoryl)amino)propanoate

CAS No. :1334513-02-8
Formula : C18H17F5NO5P
M.W : 453.30
SMILES Code : C[C@H](N[P@](OC1=CC=CC=C1)(OC2=C(F)C(F)=C(F)C(F)=C2F)=O)C(OC(C)C)=O
MDL No. :MFCD22665799

Safety of (S)-isopropyl 2-(((S)-(perfluorophenoxy)(phenoxy)phosphoryl)amino)propanoate

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P280-P305+P351+P338-P310

Application In Synthesis of (S)-isopropyl 2-(((S)-(perfluorophenoxy)(phenoxy)phosphoryl)amino)propanoate

* 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 [ 1334513-02-8 ]

[ 1334513-02-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1334513-02-8 ]
  • [ 114248-23-6 ]
  • isopropyl ((S)-(((2R,3R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4,4-difluoro-3-hydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)-L-alaninate [ No CAS ]
YieldReaction ConditionsOperation in experiment
General procedure: To asolution of compound 9a (1.5 g, 4.39 mmol) in tetrahydrofuran(12.0 mL) and 1,3-dimethyltetrahydropyrimidin-2(1H)-one (1.5 mL) at0 C, was added a tetrahydrofuran solution of tert-butylmagnesiumchloride (1 M, 4.39 mL, 4.39 mmol). The resulting suspension wasstirred at 0 C for 30 min and (S)-isopropyl 2-(((S)-(perfluorophenoxy)(phenoxy)phosphoryl)amino)propanoate (3.98 g, 8.78 mmol) wasadded. The resultant mixture was allowed to warm to room temperature.After 1.5 h an aqueous solution of half saturated NaHCO3 (75 mL)and then extracted with ethyl acetate (3×50 mL). The combined organiclayers were dried over MgSO4 and concentrated. The crude productwas purified by flash chromatography on silica eluting with asolvent gradient of 0-5% methanol in dichloromethane to providecompound 16a (2.17 g, 81% yield) containing 6 wt% of 1,3-dimethyltetrahydropyrimidin-2(1H)-one by NMR. 1H NMR (400 MHz,DMSO-d6) delta ppm 1.14 (d, J=6.3 Hz, 6Eta), 1.21 (d, J=7.1 Hz, 3Eta),3.79 (m, 1Eta), 4.00 (m, 1Eta), 4.08 (m, 1Eta), 4.30 (m, 2Eta), 4.84 (m, 1Eta),5.56 (d, J=8.2 Hz, 1Eta), 6.08 (dd, J=13.1, 10.1 Hz, 1Eta), 6.62 (s, 1Eta),6.99 (d, J=5.5 Hz, 1Eta), 7.20 (m, 3Eta), 7.36 (m, 2Eta), 7.63 (d,J=8.1 Hz, 1Eta), 11.58 (s, 1Eta); 13C NMR (101 MHz, DMSO-d6) delta 20.26(d, J=6.5 Hz), 21.84, 21.89, 50.25, 64.58, 68.52, 77.00, 80.23, 84.59,102.55, 120.51 (d, J=4.9 Hz), 125.14, 130.17, 150.72, 151.09 (d,J=6.5 Hz), 163.09, 173.05; 31P NMR (162 MHz, DMSO-d6) delta 3.28. MS(ESI) m/z 612.0 (Mu+Eta)+.
 

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