Chemical Properties
Colorless liquid
Uses
N-Boc-pyrrole was used in the synthesis of 1-(
tert-butoxycarbonyl)-1
H-pyrrol-2-ylboronic acid by treating with
n-BuLi and subsequent reaction with trimethyl borate.
It may be used as starting material in the synthesis of the following:
- tropane drivatives
- N-boc-2-(4-methoxyphenyl)pyrrole
- N-boc-pyrrol-2-ylboronic acid
Uses
Pyrrole-1-carboxylic Acid tert-Butyl Ester is an intermediate in the synthesis of pyrrole derived anti-cancer Agent.
Synthesis Reference(s)
The Journal of Organic Chemistry, 31, p. 764, 1966
DOI: 10.1021/jo01341a027
General Description
N-Boc-pyrrole is an
N-protected pyrrole. It undergoes Diels–Alder reaction with enantiomerically pure allene-1,3-dicarboxylates to form
endo-adducts with retention in configurations at two newly generated stereogenic centers. It also undergoes cyclopropanation with methyl phenyldiazoacetate to form both monocyclopropane and dicyclopropane. Its Ir-catalyzed C-H borylation followed by cross coupling with 3-chlorothiophene to form biheterocycle has been reported.
