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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281328Generated: October 31, 2026

N-Boc-2,5-diazabicyclo[2.2.1]heptane → 5-{(1R)-2-[(1R,4R)-2,5-Diazabicyclo[2.2.1]hept-2-yl]-1-hydroxyethyl}-4-methyl-2-benzofuran-1 (3H)-one

https://huagongshe.com/reaction/2281328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-Boc-2,5-diazabicyclo[2.2.1]heptaneHCID 11860399—
Reactant4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-oneHCID 59568646—
Product5-{(1R)-2-[(1R,4R)-2,5-Diazabicyclo[2.2.1]hept-2-yl]-1-hydroxyethyl}-4-methyl-2-benzofuran-1 (3H)-oneHCID 117642147—

Reaction Steps

5-{(1R)-2-[(1R,4R)-2,5-Diazabicyclo[2.2.1]hept-2-yl]-1-hydroxyethyl}-4-methyl-2-benzofuran-1 (3H)-one was prepared in an analogous fashion as described for the synthesis of INTERMEDIATE 3 starting from 4-methyl-5-[(2R)-oxiran-2-yl]-2-benzofuran-1 (3H)-one (INTERMEDIATE 2) and commercially available tert-butyl (1R,4R)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139585B2
Source datasetuspto-grants-2015_09
ORD IDord-a1cba4ca97c14aa0ab4782ec29a14dc8
Source noteuspto-grants-2015_09