Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | L-(-)-Fucose | HCID 3034656 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86754029 | HCID 86754029 | 82% |
Reaction Steps
To a solution of pNAS (1.0 g, 5.91 mmol) in dimethylformamide (DMF, 50 mL) was added triethylamine (1.0 mL), followed by the dropwise addition of the L-fucose derivative 22 (356 mg, 1.18 mmol, 20 mol % with respect to pNAS). The solution was stirred at room temperature for 16 h, and subsequently heated to 40° C. for 18 h. The solution was cooled and isopropylamine (233 mg, 25 mol % with respect to pNAS) was added as a solution in DMF (1 mL). The solution was stirred at 40° C. for a further 24 h, cooled and added to a solution of conc. NH4OH (20 mL). The clear solution was stirred at room temperature for 12 h, followed by dialysis against water using dialysis tubing with a cut-off of 12,000-14,000 kD. The product was recovered by lyophilization. Yield 82%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06187762B1 |
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| Source dataset | uspto-grants-2001_02 |
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| ORD ID | ord-0f738fcf5fe242ff88d931960828d7bf |
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| Source note | uspto-grants-2001_02 |
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