HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(2-{2-[2-(2-{3,5-Bis-[2-(2-{2-[2-(2-benzyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-phenoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | EtOAc EtOAc | HCID 23514209 | — |
| Reactant | 1,3-Bis-[2-(2-{2-[2-(2-benzyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-5-[2-(2-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-benzene | HCID 86607045 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(2-{2-[2-(2-{3,5-Bis-[2-(2-{2-[2-(2-benzyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-phenoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethanol | HCID 58687745 | 100% |
Reaction Steps
To an ice-cooled solution of Compound 46 (1.22 g, 1.01 mmol) in methylene chloride (15 ml), a methylene chloride solution containing 10% trifluoroacetic acid (7 ml) was added, and water (650 μl) was further added thereto, after which the ice bath was removed, and this was followed by stirring at room temperature for 30 minutes. Triethylamine was poured to the reaction solution, and this was followed by concentration under reduced pressure. The residue obtained was subjected to silica gel column chromatography (Yamazen YFLC Gel, eluent (ethyl acetate-ethyl acetate:methanol 9:1)) to yield Compound 47 (light-yellow oil 977 mg, Y. quant.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919653B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-f49e66adf82f4fa5a44af4373ff31b87 |
| Source note | uspto-grants-2011_04 |