Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tributylstannane | HCID 5948 | — |
| Reactant | HCID 16664548 | HCID 16664548 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 16664549 | HCID 16664549 | 90% |
Reaction Steps
To a solution of Diethyl 3-[N-benzyloxy,N-(2-nitrobenzenesulfonyl)amino]-propynylphosphonate (109) (10.4 g, 21.6 mmol) and Tetrakis(triphenylphosphine)-palladium(0) (Pd(PPh3)4) (474 mg, 0.430 mmol) in dry THF (100 mL) was added tributyltin hydride (BU3SnH) (6.28 g, 21.6 mmol) over a period of 40 min at 0° C. The reaction mixture was stirred at 0° C. for one hour and was allowed to warm to room temperature over a period of time of 2 hours. The solvent was removed under reduced pressure and the crude oil was purified by column chromatography using a mixture of pentane/acetone (volume ratio 3/1), yielding 15 g of an amber oil (90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07638505B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-0c1376e2e01c4e1881f9ed9dfd015f16 |
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| Source note | uspto-grants-2009_12 |
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