Triphenylphosphine → HCID 86226740, compound

Temperature

0 °C

Triphenylphosphine (3.08 g, 11.76 mmol) was dissolved in anhydrous tetrahydrofuran (THF) (30 ml). Oxygen was completely removed by passing nitrogen through the mixture, and the mixture was cooled to 0° C. Diisopropylazodicarboxylate (2.3 ml, 11.76 mmol) was added thereto, and stirred at 0° C. for 1 hour. Added slowly to the mixture in succession were thioacetic acid (840 μl, 11.76 mmol) and 1-benzyl-azetidine-3-ol (960 mg, 5.88 mmol) prepared in Preparation Example 37 and dissolved in tetrahydrofuran (20 ml). The resulting solution was heated to room temperature, stirred for 2 hours and concentrated under a reduced pressure to remove the solvent. The concentrate was dissolved in ethyl acetate, washed with water, dried over anhydrous magnesium sulfate and concentrated under a reduced pressure. The resulting residue was purified by column chromatography (eluent−ethyl acetate/normal hexane=1/1) to obtain 1.1 g (yield: 83%) of the title compound.

1. customOxygen was completely removed
2. additionAdded slowly to the mixture in succession
3. customprepared in Preparation Example 37
4. temperatureThe resulting solution was heated to room temperature
5. stirringstirred for 2 hours
6. concentrationconcentrated under a reduced pressure
7. customto remove the solvent
8. dissolutionThe concentrate was dissolved in ethyl acetate
9. washwashed with water
10. dry with materialdried over anhydrous magnesium sulfate
11. concentrationconcentrated under a reduced pressure
12. customThe resulting residue was purified by column chromatography (eluent−ethyl acetate/normal hexane=1/1)

ORD record

ord-0fb11e2264cb44f3870b8874d597c7dd

Source dataset

uspto-grants-2010_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07662810B2