Diethyl phosphonomethanol → HCID 86619967, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of compound 30.3 (840 mg, 1.85 mmol) in dichloroethane (20 mL) was added diethyl (hydroxymethyl) phosphonate (0.41 mL, 2.87 mmol) and pyridinium p-toluene sulfonate (0.23 g, 0.92 mmol). The mixture was heated to 60° C. for 1 h and then concentrated under reduced pressure. The residue was subjected to a silica gel column chromatography eluting with 10% MeOH in CH2Cl2 to give compound 30.4 (289 mg, 24% yield). 1H NMR (300 MHz, CDCl3): δ0.04 (s, 3H), 0.08 (s, 3H), 0.10 (s, 6H), 0.89 (s, 9H), 0.92 (s, 9H), 1.38 (m, 6H), 1.49 (s, 3H), 3.93 (m, 1H), 4.14 (m, 2H), 4.20 (m, 1H), 4.38 (m, 1H), 5.83 (d, 1H, J=7.7), 6.08 (d, 1H, J=4.0), 7.99 (d, 1H, J=7.3). LRMS (ESI) MH+ C26H52N3O8PSi2 requires 622.9. Found 622.1.

Provenance & Evidence