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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1723397Generated: October 31, 2026

Chloroform → 11-Acetyl-6-benzyloxy-8-carbamoyloxymethyl-4-formyl-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12]tetradeca-2,4,6-trien-9-yl acetate

https://huagongshe.com/reaction/1723397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant11-Acetyl-8-carbamoyloxymethyl-4-formyl-6-hydroxy-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12]tetradeca-2,4,6-trien-9-yl acetateHCID 9844185—
SolventAcetoneHCID 180—
SolventMethanolHCID 887—
Product11-Acetyl-6-benzyloxy-8-carbamoyloxymethyl-4-formyl-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12]tetradeca-2,4,6-trien-9-yl acetateHCID 54119514—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 11-acetyl-8-carbamoyloxymethyl-4-formyl-6-hydroxy-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12 ]tetradeca-2,4,6-trien-9-yl acetate (80 mg) in acetone (1 ml) were added potassium carbonate (55 mg) and benzyl bromide (47 μl), and the mixture was stirred at 50° C. for 90 minutes. The mixture was subjected to preparative thin layer chromatography, which was developed with a mixture of chloroform and methanol (20:1, v/v) to afford 11-acetyl-6-benzyloxy-8-carbamoyloxymethyl-4-formyl-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12 ]tetradeca-2,4,6-trien-9-yl acetate (90 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04861774
Source datasetuspto-grants-1989_08
ORD IDord-2c3a874f413842aaab5a5126e38cbda3
Source noteuspto-grants-1989_08