HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 68505031, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Boronic acid, (4-ethylphenyl)- | HCID 2734352 | — |
| Reactant | HCID 68508363 | HCID 68508363 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Product | HCID 68505031 | HCID 68505031 | 56.3% |
Reaction Steps
Under a nitrogen stream, to a mixture of (1S,3′R,4′S,5′S,6′R)-3′,4′,5′-tris-benzyloxy-6′-benzyloxymethyl-8-chloromethyl-3,3′,4,4′,5′,6′-hexahydro-spiro[2-oxa-9-thia-fluorene-1,2′-[2H]pyran] (41 mg, 0.05 mmol), 4-ethylphenylboronic acid (13.0 mg, 0.08 mmol), potassium phosphate (21.0 mg, 1.00 mmol), palladium acetate (1.2 mg, 0.005 mmol) and triphenylphosphine (2.6 mg, 0.01 mmol) was added toluene (2.6 mg, 0.5 mmol), and the resultant solution was stirred for 4 hours at 80° C. Solvent was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (developing solution=ethyl acetate:n-hexane (1:3)), to thereby obtain the titled compound (23 mg, 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207134B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-29b5bffafd6940b997a4ad3a6fd5bc16 |
| Source note | uspto-grants-2012_06 |