HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407870Generated: November 4, 2026
Potassium Carbonate → (5R,9R)-tert-butyl 9-azido-1-(9H-fluoren-9-yl)-3-oxo-2,11-dioxa-7-thia-4-azaheptacosane-5-carboxylate
https://huagongshe.com/reaction/2407870
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (R)-tert-Butyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-mercaptopropanoate | HCID 11440950 | — |
| Reactant | (R)-2-azido-3-(hexadecyloxy)propyl trifluoromethanesulfonate | HCID 86678276 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (5R,9R)-tert-butyl 9-azido-1-(9H-fluoren-9-yl)-3-oxo-2,11-dioxa-7-thia-4-azaheptacosane-5-carboxylate | HCID 86678275 | — |
Reaction Steps
A mixture of (R)-2-azido-3-(hexadecyloxy)propyl trifluoromethanesulfonate (1 eq), (R)-tert-butyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-mercaptopropanoate (8, 2 eq) and K2CO3 (1 eq) in EtOH (0.1 M) was stirred for 30 min at 60° C. The reaction mixture was filtered and washed with DCM. The filtrate was concentrated en vaccuo. The resulting crude was purified by flash chromatography on a COMBIFLASH® system (ISCO) using 0-20% EtOAc/Hex to give (5R,9R)-tert-butyl 9-azido-1-(9H-fluoren-9-yl)-3-oxo-2,11-dioxa-7-thia-4-azaheptacosane-5-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08808703B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-84bd64cca36e4af1acfc490700bceede |
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| Source note | uspto-grants-2014_08 |
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