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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215861Generated: November 1, 2026

Acetoxyacetyl chloride → Acetic acid {(1S,2R,3S,4R)-4-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentylcarbamoyl}-methyl ester

https://huagongshe.com/reaction/215861

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoxyacetyl chlorideHCID 26297—
Reactant(1S,2R,3S,5R)-3-Amino-5-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-cyclopentane-1,2-diol hydrochlorideHCID 86622640—
SolventTetrahydrofuranHCID 8028—
ProductAcetic acid {(1S,2R,3S,4R)-4-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentylcarbamoyl}-methyl esterHCID 86637573—

Reaction Steps

(1S,2R,3S,5R)-3-Amino-5-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-cyclopentane-1,2-diol hydrochloride (Intermediate GA3) (3.0 g, 5.6 mmol) is dissolved in dry THF (100 mL) and TEA (2.8 g, 28 mmol). Acetoxyacetylchloride (0.76 g, 5.6 mmol) is dissolved in dry THF (4 mL) and is added to the reaction mixture dropwise.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193164B2
Source datasetuspto-grants-2012_06
ORD IDord-f467c82ab54749bd934e667293e295e0
Source noteuspto-grants-2012_06