HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxygen → HCID 19019891, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxygen | HCID 977 | — |
| Reactant | Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl ester | HCID 613145 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 19019862 | HCID 19019862 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Product | HCID 19019891 | HCID 19019891 | — |
Reaction Steps
Reacting 3-(1-hydroxytridecyl)-2-triethylsilylfuran (Compound 20) with diphenylphosphoryl azide and diethyl azidocarboxylate gives 3-(1-azidotridecyl)-2-triethylsilylfuran (Compound 24). Reducing this intermediate with lithium aluminum hydride, followed by acetylation with acetic anhydide gives 3-(1-acetamido tridecyl)-2-triethylsilylfuran (Compound 25). Singlet oxygen oxidation of this amide, under conditions as in Example 1, followed by reduction with sodium borohydride gives 3-(1-acetamidotridecyl)-2(5H)-furanone (Compound 10).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05043457 |
| Source dataset | uspto-grants-1991_08 |
| ORD ID | ord-6f5c70657962401ab07d407ea94b095c |
| Source note | uspto-grants-1991_08 |