Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Alpha-D-Glucose | HCID 79025 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | beta-Maltose | HCID 6255 | — |
| Produkt | D-(+)-Cellobiose (CNP0226604.15) | HCID 10712 | — |
| Produkt | alpha-D-Galactopyranose | HCID 439357 | — |
| Produkt | (2R,3S,4S,5R)-2,3,4,5,6-pentahydroxyhexanal | HCID 3037556 | — |
Reaktionsschritte
AmB (800 mg, 0.86 mmol) was dissolved in 16 mL anhydrous dimethylformamide (DMF) and stirred for 5 min. α-D-Glucose (316 mg, 1.72 mmol) was added. The resulting solution was sealed to the atmosphere and placed in a water bath equilibrated to 37° C. for 6 hr. The reaction was followed by LCMS until judged complete. The reaction product was used directly in the amidation reaction, described infra, without purification. The corresponding D-galactose, D-maltose, D-cellobiose and α-D-galactose glycosylated rearrangement products were obtained using the same procedure, but substituting D-galactose (315 mg, 1.72 mmol), D-maltose hydrate (620 mg, 1.72 mmol), D-cellobiose (588 mg, 1.72 mmol) and α-D-lactose hydrate (620 mg, 1.72 mmol), respectively, for α-D-glucose.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06664241B2 |
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| Quelldatensatz | uspto-grants-2003_12 |
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| ORD ID | ord-1d626a701b7f4211a44d2831ca34a338 |
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| Quellennotiz | uspto-grants-2003_12 |
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