HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(6-(Bis(carboxymethyl)amino)-5-(2-(2-(bis(carboxymethyl)amino)-5-methylphenoxy)ethoxy)-2-benzofuranyl)-5-oxazolecarboxylic acid → Fura F
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(6-(Bis(carboxymethyl)amino)-5-(2-(2-(bis(carboxymethyl)amino)-5-methylphenoxy)ethoxy)-2-benzofuranyl)-5-oxazolecarboxylic acid | HCID 57054 | — |
| Reactant | Proton sponge | HCID 88675 | — |
| Reactant | Bapta | HCID 104751 | — |
| Reactant | 2,3-Difluoro-6-nitrophenol | HCID 2733745 | — |
| Reactant | N,N'-[1,2-Ethanediylbis[oxy(4-fluoro-2,1-phenylene)]]bis[N-(carboxymethyl)glycine] | HCID 11027644 | — |
| Product | Fura F | HCID 3025888 | — |
Reaction Steps
As discussed above, the synthesis of 5,5', 6,6'-tetrafluoro-BAPTA (Formula II) was carried out as originally described for both BAPTA and 5,5'-difluoro BAPTA starting from commercially available 2-nitro-5,6-difluorophenol. Fura-F was synthesized via the pathway originally described for the preparation of Fura-2. Unless otherwise noted commercially available reagents and dry solvents were used as received. Reactions were carried out under an atmosphere of argon and reaction temperatures refer to the bath. Flash column chromatography was performed with Merck Silica Gel 60 (40-63 μm). Proton sponge is 1,8-bis(dimethylamino)naphthalene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05516911 |
| Source dataset | uspto-grants-1996_05 |
| ORD ID | ord-76d2846edae443ab9eed0f43a815ffed |
| Source note | uspto-grants-1996_05 |