HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-o-Acetyl-3,5-bis-o-(2,4-dichlorobenzyl)-1-o-methyl-alpha-d-ribofuranose → 1-Methyl-3,5-bis-O-(2,4-dichlorobenzyl)-alpha-D-ribofuranoside
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-o-Acetyl-3,5-bis-o-(2,4-dichlorobenzyl)-1-o-methyl-alpha-d-ribofuranose | HCID 11016814 | — |
| Solvent | Potassium Carbonate | HCID 11430 | — |
| Product | 1-Methyl-3,5-bis-O-(2,4-dichlorobenzyl)-alpha-D-ribofuranoside | HCID 10994483 | 101.6% |
Reaction Steps
A mixture of 2-O-acetyl-3,5-bis-O-(2,4-dichlorophenylmethyl)-1-O-methyl-α-D-ribofuranose [for preparation, see: Helv. Chim. Acta 78: 486 (1995)] (52.4 g, 0.10 mol) in methanolic K2CO3 (500 mL, saturated at room temperature) was stirred at room temperature for 45 min. and then concentrated under reduced pressure. The oily residue was suspended in CH2Cl2 (500 mL), washed with water (300 mL+5×200 mL) and brine (200 mL), dried (Na2SO4), filtered, and concentrated to give the title compound (49.0 g) as colorless oil, which was used without further purification in Step B below.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07105499B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-a359d7ed2760403e9ff63640db0c847c |
| Source note | uspto-grants-2006_09 |