Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Oxygen difluoride | HCID 24547 | — |
| Reactant | Acetyl hypofluorite | HCID 127602 | — |
| Reactant | N-Formyl-3,4-di-t-butoxycarbonyloxy-6-(trimethylstannyl)-L-phenylalanine ethyl ester | HCID 11828229 | — |
| Reactant | Fluorodeoxyglucose | HCID 53716604 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trichlorofluoromethane | HCID 6389 | — |
| Product | Oxygen difluoride | HCID 24547 | — |
| Product | Acetyl hypofluorite | HCID 127602 | — |
| Product | N-Formyl-3,4-di-t-butoxycarbonyloxy-6-fluoro-L-phenylalanine ethyl ester | HCID 15345888 | — |
Reaction Steps
The electrophilic fluorinating agent, CH3COOF (prepared from 200 μmol) of F2 in 1% He, (Bida, G. T., Satyamurthy, N. and Barrio, J. R. (1984) The synthesis of 2- 18F!fluoro-2-deoxy-D-glucose using glycals: A reexamination. J. Nucl. Med. 25, 1327) F2 (1% in He, 200 μmol) or OF2 (1% in He, 200 μmol), was bubbled into a solution of trimethyltin derivative 6 (0.123 g, 200 μmol) in Freon-11 (CFCl3) (20 mL) at room temperature over a period of 30 min. The reaction mixture was diluted with methylene chloride (25 mL) and the organic phase was washed with 1M Na2S2O5 (2×20 mL), water (2×20 mL) and dried (MgSO4). Evaporation of solvents gave a yellow syrup which was chromatographed (silica gel, diethyl ether) to yield a colorless viscous oil 9 (41 mg, 43% in the case of CH3COOF), (65 mg, 69% for F2), 7(62 mg, 66% for OF2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05510522 |
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| Source dataset | uspto-grants-1996_04 |
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| ORD ID | ord-c44eec4062f347f3ae0bcf0cc0bf8004 |
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| Source note | uspto-grants-1996_04 |
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