HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174310Generated: November 2, 2026
Tetrabutylammonium Fluoride → benzyl (1S,3S,4S)-4-[(tert-butoxymethyl)amino]-3-hydroxy-1-[4-(6-methoxy-2-pyridinyl)benzyl]-5-phenylpentylcarbamate
https://huagongshe.com/reaction/1174310
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | benzyl (1S,3S,4S)-4-[(tert-butoxycarbonyl)amino]-3-{[tert-butyl(dimethyl)silyl]oxy}-1-[4-(6-methoxy-2-pyridinyl)benzyl]-5-phenylpentylcarbamate | HCID 86726222 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | benzyl (1S,3S,4S)-4-[(tert-butoxymethyl)amino]-3-hydroxy-1-[4-(6-methoxy-2-pyridinyl)benzyl]-5-phenylpentylcarbamate | HCID 86726223 | 32.1% |
Reaction Steps
The product from Example 113B (0.28 mmol) was treated with TBAF solution in THF (1.4 mL, 1N), stirred at 25° C. for 16 hours, concentrated and partitioned between ethyl acetate and water. The organic phase was washed with brined, dried over MgSO4, filtered and concentrated. The residue was chromatographed on silica gel eluting with 20% ethyl acetate in dichloromethane, to give the title compound (0.055 g, 31% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07834043B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-7728d5d305be4ef6a176583305f3677e |
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| Source note | uspto-grants-2010_11 |
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