Triphenylphosphine → HCID 69312006, compound

HRID 1392933Notes

Reaction equation

HRID 1392933 reaction equation
[C:1]([O:4][C@@H:5]1[CH:11]=[CH:10][C@H:9]([N:12]=[N+]=[N-])[C:6]21[CH2:8][CH2:7]2)(=[O:3])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1.O>[C:1]([O:4][C@@H:5]1[CH:11]=[CH:10][C@H:9]([NH2:12])[C:6]21[CH2:7][CH2:8]2)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 11776TriphenylphosphineHCID 90714747HCID 90714747, compound

Product 1

HCID 69312006HCID 69312006, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of the product of step b) (0.85 g) and triphenylphosphine (1.46 g) in tetrahydrofuran (5 ml) and water (1 ml) was stirred at ambient temperature under nitrogen for 64 hours. The reaction mixture was concentrated to dryness under reduced pressure azeotroping with toluene (2×50 ml) and purified by chromatography (SiO2; 97:2:1 ethyl acetate:methanol:ammonia) to afford the subtitle compound (0.67 g).

Workup

  1. concentrationThe reaction mixture was concentrated to dryness under reduced pressure
  2. customazeotroping with toluene (2×50 ml)
  3. custompurified by chromatography (SiO2; 97:2:1 ethyl acetate:methanol:ammonia)

Sources & evidence

ORD record
ord-3684f0fb1b4f4490952bfd8d8fd6b923
Source dataset
uspto-grants-2008_03
Patent number
US07345047B2

Reaction notes

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