HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → Udp-Galactose
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Trioctylamine | HCID 14227 | — |
| Edukt | alpha-D-Galactose 1-(dipotassium phosphate) | HCID 87916 | — |
| Edukt | Trioctylammonium | HCID 3819846 | — |
| Edukt | Uridine 5'-monophosphomorpholidate 4-morpholine-N,N'-dicyclohexylcarboxamidine salt | HCID 11650518 | — |
| Edukt | HCID 178418441 | HCID 178418441 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | Udp-Galactose | HCID 18068 | 91% |
Reaktionsschritte
Dipotassium α-D-galactosyl phosphate (1.0 equivalents, Sigma), containing 5.5 mol H2O, (110 mg, 253 μmol) was converted into the trioctylammonium salt using 110 μL (253 μmol) trioctylamine and reacted with uridine 5'-monophospho morpholidate 4-morpholine-N,N'-dicyclohexylcarboxamidine salt (296 mg, 404 μmol) and 1H-tetrazole (57 mg, 808 μmol) in dry pyridine (1.25 mL) as described for 32. Purification on a Bio-Gel P-2 column (2.5×95 cm), eluated with 250 mM NH4HCO3, and precipitation from H2 O/MeOH/acetone gave 34 (134 mg, 91%) as a white solid after lyophilization (Rf 0.40, 2:1 i-PrOH/1M NH4OAc). The 1H NMR spectral data were in agreement with the published ones (Heidlas et al. J. Org. Chem. 1992, 57, 152-157).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05770407 |
| Quelldatensatz | uspto-grants-1998_06 |
| ORD ID | ord-bb1a6ca2dba44221aad9b61dd9c54062 |
| Quellennotiz | uspto-grants-1998_06 |