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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221935Generated: October 30, 2026

Toluene → HCID 68505031, compound

https://huagongshe.com/reaction/221935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTriphenylphosphineHCID 11776—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantBoronic acid, (4-ethylphenyl)-HCID 2734352—
ReactantHCID 68508363HCID 68508363—
Catalystpalladium(II) acetateHCID 167845—
ProductHCID 68505031HCID 6850503156.3%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207134B2
Source datasetuspto-grants-2012_06
ORD IDord-29b5bffafd6940b997a4ad3a6fd5bc16
Source noteuspto-grants-2012_06