HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 178429697, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | S-[2-Tert-butyl-4-(hydroxymethyl)-5-methylphenyl] 4-methylbenzenesulfonothioate | HCID 10499026 | — |
| Reactant | HCID 70253612 | HCID 70253612 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178429697 | HCID 178429697 | — |
Reaction Steps
The title compound was prepared as described in General Method 9 using 0.12 g (0.40 mmol) of (S)-4-hydroxy-6-phenethyl-6-phenyl-5,6-dihydro-pyran-2-one (prepared in Example VV), 0.16 g (0.44 mmol) of toluene-4-thiosulfonic acid S-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenyl) ester (prepared in Example FFF), 0.22 g (1.6 mmol) of K2CO3, and DMF (2 mL). Upon standard work-up, the residue was chromatographed on silica gel, eluting with 4:1 CHCl3 :EtOAc, to give the title compound, m.p. 186°-187° C. 1H NMR (DMSO-d6) δ (s, 9 H), 1.75 (s, 3 H), 2.25 (m, 3 H), 2.55 (m, 1 H), 3.51 (q, partially obscured by H2O, 2 H), 4.32 (br s, 2 H), 4.90 (br s, 1 H), 6.17 (s, 1 H), 7.09 (m, 2 H), 7.15 (m, 1 H), 7.23 (m, 3 H), 7.37 (m, 1 H), 7.44 (m, 4 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05834506 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-411487e60ace422bb91c0c51fe305d88 |
| Source note | uspto-grants-1998_11 |