Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 28345Generated: October 29, 2026

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

https://huagongshe.com/reaction/28345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropionyl chlorideHCID 62324—
Reactant2,5,6-Trichloro-1-(5-O-acetyl-beta-D-ribofuranosyl)indoleHCID 67099184—
Product1-[2,5,6-trichloro-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]indol-3-yl]propan-1-oneHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07419963B2
Source datasetuspto-grants-2008_09
ORD IDord-1deef8db739946a69e53f436f0756d25
Source noteuspto-grants-2008_09