HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735705Generated: October 29, 2026
Tetrabutylammonium Fluoride → 2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)-2-(4-(2-hydroxypropyl)phenyl)-N-(3-nitrobenzyl)acetamide
https://huagongshe.com/reaction/735705
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)-2-(4-(2-(tert-butyldimethylsilyloxy)propyl)phenyl)-N-(3-nitrobenzyl)acetamide | HCID 57842634 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)-2-(4-(2-hydroxypropyl)phenyl)-N-(3-nitrobenzyl)acetamide | HCID 57842733 | 26% |
Reaction Steps
To a solution of 77E (172 mg, 0.215 mmol) in 3 mL THF, was added a solution of TBAF (1M in THF, 1 mL, 1 mmol). The mixture was stirred at 35° C. for 17 h, then concentrated. The residue was dissolved in EtOAc, washed with water (2×) and brine, dried (Na2SO4) and concentrated. Purification by flash chromatography (0 to 100% EtOAc/hexanes) afforded 38 mg (26%) of 77F as a yellow glass. MS (ESI) m/z 686.4 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07592331B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-0ceb246662064ed5b313039a700e59ab |
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| Source note | uspto-grants-2009_09 |
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