Triphenylphosphine → HCID 69312006, compound

HRID 1760540Notes

Reaction equation

HRID 1760540 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-12b3b5627f534f98b7156214c1effe75
Source dataset
uspto-grants-2005_01
Patent number
US06844348B2

Reaction notes

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