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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2256683Generated: November 2, 2026

Hydrochloric Acid → 2(R,S)-Methyl-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-(p-tert-butyl-phenyl)-octanoic acid (N-butyl)amide hydrochloride

https://huagongshe.com/reaction/2256683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant5(S)-(tert-butoxycarbonyl)amino7(S)-(p-tert-butyl-benzyl)-4(S)-hydroxy-2(R,S),8-dimethyl-nonanoic acid N-(butyl)amideHCID 53839344—
Solvent1,4-DioxaneHCID 31275—
Product2(R,S)-Methyl-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-(p-tert-butyl-phenyl)-octanoic acid (N-butyl)amide hydrochlorideHCID 131719565—

Reaction Conditions

Temperature20 °C

Reaction Steps

111 mg of N-tert-butoxycarbonyl-2(R,S)-methyl-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-(p-tert-butyl-phenyl)-octanoic acid (N-butyl)amide are dissolved in 2 ml of 4N hydrochloric acid in dioxane at 0° C. and then stirred for 60 minutes at 20° C. The reaction mixture is concentrated by evaporation under reduced pressure and the residue is purified by means of FC (50 g of silica gel, dichloromethane/methanol=9:1). The title compound is obtained in the form of a diastereoisomeric mixture: Rf (dichloromethane/methanol=9:1)=0.20; Rt (I)=36.6 and 37.5 minutes; FAB-MS (M+H)+ =419.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05654445
Source datasetuspto-grants-1997_08
ORD IDord-f03b059ac7ad4e5fae4dcc4b17f9f480
Source noteuspto-grants-1997_08