HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036418Generated: October 26, 2026
Triphenylphosphine → HCID 178452578, compound
https://huagongshe.com/reaction/1036418
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | Tert-butyl 5-(6-hydroxynaphthalen-2-yl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate | HCID 44228963 | — |
| Reactant | HCID 178521634 | HCID 178521634 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178452578 | HCID 178452578 | 45.5% |
Reaction Steps
To a solution of [5-(6-Hydroxynaphthalen-2-yl)-2,2-dimethyl-1,3-dioxinan-5-yl]-carbamic acid tert-butyl ester (Example 13, 30.0 mg, 0.0000723 mol), cis-3-benzyloxymethyl-cyclobutanol (13.9 mg, 0.0000723 mol), and triphenylphosphine (22.8 mg, 0.0000868 mol) in THF (2 mL), a solution of diisopropyl azodicarboxylate (18.7 mg, 0.0000868 mol) in THF (1 mL), was added dropwise at 23° C. The reaction mixture was then allowed to stir at 23° C. for 2 days. Solvent was removed, and the crude mixture was purified via chromatography (SiO2, 4 g, ethyl acetate 0-35%) to give a pure product (18 mg, 45%). MS (ES, M−113): 434.30.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546359B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-e8f0ae715e4043e89a05e434e4d13734 |
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| Source note | uspto-grants-2013_10 |
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