HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propionyl chloride → 1-[2,5,6-trichloro-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]indol-3-yl]propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propionyl chloride | HCID 62324 | — |
| Reactant | 2,5,6-Trichloro-1-(5-O-acetyl-beta-D-ribofuranosyl)indole | HCID 67099184 | — |
| Product | 1-[2,5,6-trichloro-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]indol-3-yl]propan-1-one | HCID 3012578 | — |
Reaction Steps
The same procedure was used for the synthesis of the 3-propionyl derivative 4.47 (FIG. 6A). 2,5,6-Trichloro-1-(5-O-acetyl-β-D-ribofuranosyl)indole (4.39, FIG. 6A) was acylated under Friedel-Crafts conditions with propionyl chloride and deprotected in two steps to yield the desired 2,5,6-trichloro-3-propionyl-1-(β-D-ribofuranosyl)indole (4.47, FIG. 6A).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07419963B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-1deef8db739946a69e53f436f0756d25 |
| Source note | uspto-grants-2008_09 |