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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1021115Generated: November 2, 2026

1-Ethynylcyclobutan-1-ol → Tert-butyl 3-hydroxy-3-(3-(2-(1-hydroxycyclobutyl)ethynyl)phenyl)propylcarbamate

https://huagongshe.com/reaction/1021115

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethynylcyclobutan-1-olHCID 22597429—
ReactantTert-butyl 3-(3-bromophenyl)-3-hydroxypropylcarbamateHCID 57608439—
ProductTert-butyl 3-hydroxy-3-(3-(2-(1-hydroxycyclobutyl)ethynyl)phenyl)propylcarbamateHCID 66629363—

Reaction Steps

Sonogashira reaction of 39 with 1-ethynyl-cyclobutanol yielded tert-butyl 3-hydroxy-3-(3-(2-(1-hydroxycyclobutyl)ethynyl)phenyl)propylcarbamate as yellow oil. Yield (1.5 g, 70%): 1H NMR (400 MHz, DMSO-d6) δ 7.45 (s, 1H), 7.27-7.34 (m, 3H), 4.85 (bs, 1H), 4.71 (m, 1H), 3.48-3.51 (m, 2H), 3.14-3.16 (m, 1H), 2.50-2.52 (m, 2H), 2.30-2.49 (m, 3H), 1.80-1.90 (m, 4H), 1.45 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716529B2
Source datasetuspto-grants-2014_05
ORD IDord-e4b1d516147d4bbf9109f53ce67b722c
Source noteuspto-grants-2014_05