HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 21357710, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Ozone | HCID 24823 | — |
| Reactant | 2-tert-Butoxycarbonylamino-2-phenyl-pent-4-enoic acid methyl ester | HCID 21357700 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21357710 | HCID 21357710 | 35.8% |
Reaction Steps
The solution of compound 12 (30.5 g, 0.1 mol) in CH2Cl2 (300 mL) at −78° C. was bubbled with O3 until the solution turned gray-blue. Then PPh3 (40 g, 0.15 mol) was added slowly to quench the reaction. After concentration, the residue was purified by column chromatography on silica gel (PE: EA=10:1) to give compound 13 (11 g, 35.8%). 1H NMR (400 MHz, CDCl3) δ 1.37 (s, 9 H), 3.57-3.61 (d, 1 H, J=18 Hz), 3.71 (s, 3H), 3.98-4.12 (m, 1 H), 6.16 (bs, 1 H), 7.31-7.43 (m, 5 H), 9.74 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07786163B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-969e71edcf574dc99f13f71fd298f029 |
| Source note | uspto-grants-2010_08 |