(tert-Butoxycarbonylmethyl)triphenylphosphanium bromide

In yet another embodiment, the functionalized lactone comprises a carboxy protecting group, as shown in FIG. 10. Ylide synthesis is shown below using the reagents and conditions: (a) PPh30 liters of toluene was taken into a reactor and 3.2 kg of triphenyl phosphine was added to it under a nitrogen atmosphere. Another 2 liters of toluene was added to the reactor and stirred for about 25 minutes. The reaction mass was then heated to about 60° C. and 2.9 kg of tertiary-butyl bromo acetate was added to the reaction mass at 60° C. Temperature of the reaction mass was then raised to 62° C. and maintained for 4 hours. Reaction completion was checked using thin layer chromatography. After the reaction was completed, the reaction mass was cooled to about 35° C. and filtered. The filtered cake was washed with 9.5 liters of toluene. The wet solid was dried at 60° C. for 4 hours to yield 5.36 kg (96percent yield) of the title compound. Purity by HPLC: 99.1 area-percent. In yet another embodiment, the functionalized lactone comprises a carboxy protecting group, as shown in FIG. 10. Ylide synthesis is shown below using the reagents and conditions: (a) PPh30 liters of toluene was taken into a reactor and 3.2 kg of triphenyl phosphine was added to it under a nitrogen atmosphere. Another 2 liters of toluene was added to the reactor and stirred for about 25 minutes. The reaction mass was then heated to about 60° C. and 2.9 kg of tertiary-butyl bromo acetate was added to the reaction mass at 60° C. Temperature of the reaction mass was then raised to 62° C. and maintained for 4 hours. Reaction completion was checked using thin layer chromatography. After the reaction was completed, the reaction mass was cooled to about 35° C. and filtered. The filtered cake was washed with 9.5 liters of toluene. The wet solid was dried at 60° C. for 4 hours to yield 5.36 kg (96percent yield) of the title compound. Purity by HPLC: 99.1 area-percent.

Molecular Weight:457.3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:7
Exact Mass:456.08538
Monoisotopic Mass:456.08538
Topological Polar Surface Area:26.3
Heavy Atom Count:28
Complexity:418
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes