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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1677936Generated: October 30, 2026

Hydrochloric Acid → (1R,2S,3R,5R)-3-Amino-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate hydrochloride

https://huagongshe.com/reaction/1677936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactant(1R,2S,3R,5R)-3-[(tert-Butoxycarbonyl)amino]5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoateHCID 59671317—
Product(1R,2S,3R,5R)-3-Amino-5-(hydroxymethyl)cyclopentane-1,2-diyl dibenzoate hydrochlorideHCID 6679776990%

Reaction Steps

(1R,2S,3R,5R)-3-[(tert-Butoxycarbonyl)amino]-5-(hydroxymethyl)-cyclopentane-1,2-diyl dibenzoate (1.42 g, 3.11 mmol) was treated with a 4.00 M solution of HCl in 1,4-dioxane (17.0 mL, 69.3 mmol) and the reaction was stirred for 35 min. The reaction mixture was concentrated in vacuo and Et2O was added to precipitate the product, which was washed with Et3O to afford the title compound as a white solid (1.05 g, 90%). LC/MS: Rt=1.06 min, ES− 356 (FA standard).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008307B2
Source datasetuspto-grants-2011_08
ORD IDord-240b2c0e843642bba65e9d746dcbade3
Source noteuspto-grants-2011_08