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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64457Generated: October 29, 2026

(1R,2S)-N-tert-Butoxycarbonyl-3-tert-butyldimethylsilyloxy-2-hydroxy-1-phenyl-1-propylamine → (2S,3R)-3-amino-3-phenylpropane-1,2-diol hydrochloride

https://huagongshe.com/reaction/64457

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1R,2S)-N-tert-Butoxycarbonyl-3-tert-butyldimethylsilyloxy-2-hydroxy-1-phenyl-1-propylamineHCID 15408403—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
SolventMethanolHCID 887—
Product(2S,3R)-3-amino-3-phenylpropane-1,2-diol hydrochlorideHCID 86713470—

Reaction Steps

To a solution of 300 mg of tert-butyl[(1R,2S)-3-{[tert-butyl(dimethyl)silyl]oxy}-2-hydroxy-1-phenylpropyl]carbamate and 5 ml of methanol was added 5 ml of a 4 M hydrogen chloride/dioxane solution, followed by stirring for 2 hours. The solvent was evaporated under reduced pressure to obtain 171 mg of (2S,3R)-3-amino-3-phenylpropane-1,2-diol hydrochloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447090B2
Source datasetuspto-grants-2016_09
ORD IDord-02ac9ca8e20e4514a3a3eb9802c66746
Source noteuspto-grants-2016_09