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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1373096Generated: October 31, 2026

2-Butene, 1-bromo-3-methyl- → {(S)-1-[(2S,4R)-4-(3-Methyl-but-2-enyl)-5-oxo-tetrahydro-furan-2-yl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1373096

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Butene, 1-bromo-3-methyl-HCID 70092—
Reactant[(S)-1-(4-Methyl-5-oxo-tetrahydrofuran-2-yl)-2-phenylethyl]carbamic acid t-butyl esterHCID 57181317—
Product{(S)-1-[(2S,4R)-4-(3-Methyl-but-2-enyl)-5-oxo-tetrahydro-furan-2-yl]-2-phenyl-ethyl}-carbamic acid tert-butyl esterHCID 1201573784%

Reaction Steps

Prepared analogously to the synthesis of [(S)-1-(4-methyl-5-oxo-tetrahydrofuran-2-yl)-2-phenylethyl]-carbamic acid t-butyl ester in Journal of Organic Chemistry (1986) 51(21), 3921, using 4-bromo-2-methyl-2-butene in place of methyl iodide, to afford D5 in 84% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07160905B2
Source datasetuspto-grants-2007_01
ORD IDord-2cc425a43fb3411b9072534dd7fc6d67
Source noteuspto-grants-2007_01