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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 507437Generated: November 3, 2026

Triphenylphosphine → HCID 21357710, compound

https://huagongshe.com/reaction/507437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantOzoneHCID 24823—
Reactant2-tert-Butoxycarbonylamino-2-phenyl-pent-4-enoic acid methyl esterHCID 21357700—
SolventDichloromethaneHCID 6344—
ProductHCID 21357710HCID 2135771035.8%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07786163B2
Source datasetuspto-grants-2010_08
ORD IDord-969e71edcf574dc99f13f71fd298f029
Source noteuspto-grants-2010_08