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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174342Generated: October 30, 2026

Trifluoroacetic acid → (2S,3S,5S)-2,5-diamino-1-phenyl-6-(4-pyridin-2-ylphenyl)hexan-3-ol

https://huagongshe.com/reaction/1174342

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl(1S,2S,4S)-1-benzyl-4-[(tert-butoxycarbonyl)amino]-2-hydroxy-5-[4-(2-pyridinyl)phenyl]pentylcarbamateHCID 86726240—
SolventDichloromethaneHCID 6344—
Product(2S,3S,5S)-2,5-diamino-1-phenyl-6-(4-pyridin-2-ylphenyl)hexan-3-olHCID 6740671699.8%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution containing the product from Example 133A (0.60 g, 1.07 mmol) in dichloromethane (10 mL) was treated with trifluoroacetic acid (10 mL), stirred at 25° C. for 1 hour, concentrated and partitioned between chloroform and saturated NaHCO3. The organic was dried over Na2SO4, filtered and concentrated to give the title compound (0.386 g, 98% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834043B2
Source datasetuspto-grants-2010_11
ORD IDord-515e881420e740d59d8aff796ff773e8
Source noteuspto-grants-2010_11