HCID 68719474, compound → HCID 11995893, compound

Participants

Reaction Steps

(3-Benzyloxycarbonylamino-2-hydroxy-propyl)-cyclohexylmethyl-phosphinic acid ethoxycarbonyloxymethyl ester (0.263 g, 0.56 mmol) was dissolved in absolute ethanol (28 mL) and hydrogenated at RT via a hydrogen Paar shaker for 1 h at 55 psi with 10% Pd/C (0.127 g). The reaction mixture was filtered through celite and concentrated in vacuo to yield the title compound (187 mg, 0.56 mmol) as a foamy white solid. 1H NMR (CDCl3, 300 MHz): 7.90 (bs, 2H), 5.69 (m, 2H), 4.51 (bs, 1H), 4.23 (q, 2H), 3.27 (m, 1H), 3.17 (m, 1H), 2.20 (m, 2H), 1.88-1.64 (m, 8H), 1.34-1.00 (m, 6H), 1.32 (t, 3H). 31P NMR (CDCl3, 300 MHz): 61.14, 59.63. LC/MS m/z: [M+H]+=338.

Provenance & Evidence