Asian Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
13(8)
Published: April 24, 2024
Abstract
We
report
a
mild,
operationally
simple,
convenient,
and
rapid
method
of
peptide
bond
formation
using
triphenylphosphine
iodine.
The
developed
protocol
was
utilized
to
couple
coded,
non‐coded,
challenging
amino
acids
in
64–92
%
yield.
Sterically
hindered
α,α‐disubstituted
acids,
which
are
important
constituents
natural
peptides,
were
also
coupled
good
Mild
reaction
conditions
open
air
produce
bonds
short
time
(30
min)
without
racemization.
Royal Society of Chemistry eBooks,
Journal Year:
2024,
Volume and Issue:
unknown, P. 50 - 84
Published: Oct. 18, 2024
Solid-phase
peptide
synthesis
(SPPS)
is
a
ubiquitous
methodology
for
making
peptides
from
R&D
to
manufacturing
plant,
not
least
in
the
context
of
using
and
peptidometics
as
pharmaceuticals.
Nevertheless,
SPPS
has
long
been
plagued
by
its
reliance
on
large
amounts
hazardous
materials
such
dimethylformamide
solvent
trifluoroacetic
acid
cleavage
reagent.
Consequently,
with
methods
producing
sustainable
manner
being
high
demand,
numerous
reports
covering
various
aspects
greening
have
appeared
recent
years.
In
this
chapter,
an
integrated
overview
state-of-the-art
field
presented,
highlighting
advances
within
entire
workflow
starting
amino
coupling
cycle
cleaving
off
polymer
support.
Greener
assembly
complex
waste
minimization
tactics
are
also
delineated,
together
discussion
adoption
practice,
scale-up,
procurement,
costs
intellectual
property
key
considerations
attaining
truly
SPPS.
Finally,
perspective
future
directions
towards
elevating
versatile,
platform
provided.
ACS Catalysis,
Journal Year:
2022,
Volume and Issue:
13(1), P. 113 - 131
Published: Dec. 12, 2022
A
fundamental
understanding
of
biomass-based
transformation
furfural
(1a)
to
2-furamide
(4a)
is
highly
desirable
for
the
extension
amide
chemistry.
In
this
research,
direct
amidation
1a
with
hydroxylamine
4a
was
investigated
by
using
a
Cu-doped
Co3O4
(Cu/Co3O4)
catalyst
2-furancarboxaldehyde
oxime
(2a)
and
2-furonitrile
(3a)
as
detectable
intermediates.
Mechanism
research
has
demonstrated
presence
two
competitive,
independent,
parallel
reaction
pathways:
(i)
2a-to-4a
rearrangement
(the
Williams
mechanism),
(ii)
2a-to-3a
dehydration
followed
3a-to-4a
rehydration
classic
mechanism)
rate-determining
step.
Subsequent
kinetic
analysis
"concentration–time"
integrals
revealed
that
mechanism
always
predominant
pathway,
rate
constant
being
almost
22
times
greater
than
mechanism.
The
catalytic
performance
Cu/Co3O4
correlated
its
surface
concentration
oxygen
vacancy
acidity.
insights
thus
highlight
complex
consecutive/parallel
aldehyde
product.
