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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174285Generated: October 30, 2026

Hydrochloric Acid → tert-butyl (1S,2R)-4-amino-1-benzyl-2-hydroxy-5-[4-(2-pyridinyl)phenyl]pentylcarbamate

https://huagongshe.com/reaction/1174285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactantbenzyl (3R,4S)-4-[(tert-butoxycarbonyl)amino]-3-hydroxy-5-phenyl-1-[4-(2-pyridinyl)benzyl]pentylcarbamateHCID 86726218—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
Producttert-butyl (1S,2R)-4-amino-1-benzyl-2-hydroxy-5-[4-(2-pyridinyl)phenyl]pentylcarbamateHCID 86726219—

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution containing the product from Example 107D (0.5 g, 0.840 mmol) in a mixture of methanol (4 mL) and ethyl acetate (4 mL) was treated with Pd(OH)2 on carbon (0.175 g, 20% Pd by wt.) and HCl solution (0.40 mL, 4N in dioxane), stirred under a hydrogen atmosphere (balloon pressure) at 25° C. for 2 hours, filtered through a bed of celite®, rinsed with methanol, and concentrated to give the title compound as the hydrochloride salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834043B2
Source datasetuspto-grants-2010_11
ORD IDord-ce299789b1d0426c94a09c0929fdb4a7
Source noteuspto-grants-2010_11