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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1492951Generated: November 1, 2026

Diazomethane → HCID 57261554, compound

https://huagongshe.com/reaction/1492951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazomethaneHCID 9550—
ReactantSodium CarbonateHCID 10340—
Reactant17-Allyl-1-hydroxy-12-[2-(4-hydroxy-3-methoxycyclohexyl)-1-methylvinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacosa-14,18-diene-2,3,10,16-tetraoneHCID 57153457—
CatalystBoron trifluoride etherateHCID 8000—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
ProductHCID 57261554HCID 572615545.7%

Reaction Steps

To a solution of the title compound of Example 14 (823 mg, 1.05 mmole) in dry dichloromethane (50 ml) was added boron trifluoride diethyl etherate (1 drop) followed by portionwise addition of a dried solution of diazomethane in diethyl ether until no starting material remained. Sodium carbonate was then added, and the resulting mixture stirred for 30 minutes at room temperature. The reaction mixture was then filtered, concentrated in vacuo, and chromatographed on silica eluting with 40°-60° petroleum ether/ethyl acetate [3:1] to give the title compound as an oil (45 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05376663
Source datasetuspto-grants-1994_12
ORD IDord-88bb936c31d940818674d701ea3db251
Source noteuspto-grants-1994_12