Water → HCID 86585103, compound

HRID 1018955Notes

Reaction equation

HRID 1018955 reaction equation
[CH2:1]([O:3][P:4]([C:9]1[CH:10]=[C:11]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21]O)=[CH:17][CH:16]=2)[CH:12]=[CH:13][CH:14]=1)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].CCOC(C)=O.O.C(Cl)(Cl)[Cl:31]>CN(C=O)C>[CH2:1]([O:3][P:4]([C:9]1[CH:10]=[C:11]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][Cl:31])=[CH:17][CH:16]=2)[CH:12]=[CH:13][CH:14]=1)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 6212ChloroformHCID 8857Ethyl AcetateHCID 18374456HCID 18374456, compound

Product 1

HCID 86585103HCID 86585103, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of the product of step 2 (419 mg, 1.3 mmol) in CHCl3 (1 mL) was added a solution of POCL3 in DMF (0.39 mL, 3.6 mM) at 0° C. The mixture was stirred at 0° C. for 1.5 h. The reaction mixture was partionned between EtOAc and H2O. The organic phase was separated, dried over NaSO4, filtered and evaporated under reduced pressure. The title compound was obtained after flash chromatography (338 mg, 77%). Step 4: [4′-(2-benzotriazol-1-yl-3-4-[(di-tert-butoxy-phosphoryl)-difluoro-methyl]-phenyl}-2-phenyl-propyl)-biphenyl-3-yl]-phosphonic Acid Diethyl Ester

Workup

  1. customThe organic phase was separated
  2. dry with materialdried over NaSO4
  3. filtrationfiltered
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-a4d9a05628b341238cf34cd3695bfbdf
Source dataset
uspto-grants-2002_11
Patent number
US06486141B2

Reaction notes

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