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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205019Generated: October 31, 2026

Potassium Carbonate → (5R,9R)-tert-butyl 9-(dodecyloxy)-1-(9H-fluoren-9-yl)-3-oxo-2,11-dioxa-7-thia-4-azatricosane-5-carboxylate

https://huagongshe.com/reaction/2205019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(R)-tert-Butyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-mercaptopropanoateHCID 11440950—
Reactant(R)-2,3-bis(dodecyloxy)propyl trifluoromethanesulfonateHCID 86678303—
SolventEthanolHCID 702—
Product(5R,9R)-tert-butyl 9-(dodecyloxy)-1-(9H-fluoren-9-yl)-3-oxo-2,11-dioxa-7-thia-4-azatricosane-5-carboxylateHCID 71294734—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of (R)-2,3-bis(dodecyloxy)propyl trifluoromethanesulfonate (1 eq) in ethanol (0.15 M) was added (R)-tert-butyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-mercaptopropanoate (8, 1.5 eq) and potassium carbonate (1 eq). The reaction mixture was stirred at 60° C. for 30 minutes. The salt from the reaction was filtered off and the filtrate was concentrated en vaccuo. The crude mixture was purified by flash chromatography on a COMBIFLASH® system (ISCO) using 0-40% EtOAc/Hex to give the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365506B2
Source datasetuspto-grants-2016_06
ORD IDord-573ea2e3ba6c4629bb0aa4d01585dac9
Source noteuspto-grants-2016_06