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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1188252Generated: November 3, 2026

Dicyclohexylcarbodiimide → 2-(Boc-amino)-N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-3-methylvaleramide

https://huagongshe.com/reaction/1188252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantDidesmethylsibutramineHCID 134772—
Reactanttert-Butoxycarbonyl-L-isoleucineHCID 2724762—
SolventTetrahydrofuranHCID 8028—
Product2-(Boc-amino)-N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-3-methylvaleramideHCID 67385721—

Reaction Steps

250 mg of 1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutylamine (II) and 210 mg of Boc-isoleucine (R in Formula is Boc) was dissolved in anhydrous THF (5 mL). 220 mg DCC was dissolved in 25 mL anhydrous THF. The solution of DCC in THF was added dropwisely into the reaction solution, and then stirred overnight at room temperature to give white precipitate. The solid was filtered off and washed for at least three times with anhydrous ethyl ether. The filtrate and washed ethyl ether were collected, evaporated and purified by column chromatography to give title compound 2-(Boc-amino)-N-{1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutyl}-3-methylvaleramide (Formula I, wherein R is Boc).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673981B2
Source datasetuspto-grants-2014_03
ORD IDord-2db5e31cefab4750b05eeaa4bd7c6d14
Source noteuspto-grants-2014_03