HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl-2-o-acetyl-3,5-bis-o-(2,4-dichlorobenzyl)-1-o-methyl-d-ribofuranose
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Methyl-3,5-bis-o-(2,4-dichlorobenzyl)-1-o-methyl-d-ribofuranose | HCID 69036486 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Methyl-2-o-acetyl-3,5-bis-o-(2,4-dichlorobenzyl)-1-o-methyl-d-ribofuranose | HCID 69037254 | — |
Reaction Steps
To the solution of raw oil from Step 2 above (173.6 g, 0.3600 mol) in 1.379 L pyridine, were added Ac2O (33.970 mL, 0.3600 mol) and DMAP (1.3766 g, 0.01127 mol). After 21 hours of stirring at room temperature 1.4 L H2O were added. The solution was acidified with 1.45 L concentrated HCL. The acidified product was extracted with EtOAc, dried with MgSO4 and concentrated in vacuo. The residue was isolated as 85.75 g (0.1636 mol) of clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07425547B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-9b1d438e1fbd45419c761634692d91dd |
| Source note | uspto-grants-2008_09 |