HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451817Generated: October 29, 2026
Tetrabutylammonium Fluoride → (S)-tert-butyl 1-hydroxy-3-(2-oxopiperidin-1-yl)propan-2-ylcarbamate
https://huagongshe.com/reaction/451817
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | (S)-tert-butyl 1-(tert-butyldimethylsilyloxy)-3-(2-oxopiperidin-1-yl)propan-2-ylcarbamate | HCID 59201533 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (S)-tert-butyl 1-hydroxy-3-(2-oxopiperidin-1-yl)propan-2-ylcarbamate | HCID 59201613 | 100% |
Reaction Steps
To a suspension of (S)-tert-butyl 1-(tert-butyldimethylsilyloxy)-3-(2-oxopiperidin-1-yl)propan-2-ylcarbamate (370 mg, 0.96 mmol) in CH3CN (3 mL) was added TBAF (750 mg, 2.88 mmol). The reaction mixture was stirred for 1 h at 50-60° C. The reaction mixture was concentrated in vacuo and then EA was added. This solution was washed with brine, water and concentrated again to afford crude (S)-tert-butyl 1-hydroxy-3-(2-oxopiperidin-1-yl)propan-2-ylcarbamate (260 mg 100%), which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08487108B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-dddfa08975dd4e048022240d728e4126 |
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| Source note | uspto-grants-2013_07 |
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