Triisopropyl silane (TIPS) is an
organosilicon compound
Organosilicon compounds are organometallic compounds containing carbon–silicon bonds. Organosilicon chemistry is the corresponding science of their preparation and properties. Most organosilicon compounds are similar to the ordinary organic c ...
with the formula (''i''-Pr)
3SiH (''i''-Pr = isopropyl). This colorless liquid is used as a scavenger in
peptide synthesis
In organic chemistry, peptide synthesis is the production of peptides, compounds where multiple amino acids are linked via amide bonds, also known as peptide bonds. Peptides are chemically synthesized by the condensation reaction of the carboxyl ...
. It can also act as a mild
reducing agent.
In peptide synthesis, TIPS is used as a
scavenger for
peptide
Peptides (, ) are short chains of amino acids linked by peptide bonds. Long chains of amino acids are called proteins. Chains of fewer than twenty amino acids are called oligopeptides, and include dipeptides, tripeptides, and tetrapeptides.
...
groups being removed from the peptide sequence at the global deprotection. TIPS is able to scavenge
carbocations formed in the
deprotection
A protecting group or protective group is introduced into a molecule by chemical modification of a functional group to obtain chemoselectivity in a subsequent chemical reaction. It plays an important role in multistep organic synthesis.
In man ...
of a peptide as it can act as a
hydride
In chemistry, a hydride is formally the anion of hydrogen( H−). The term is applied loosely. At one extreme, all compounds containing covalently bound H atoms are called hydrides: water (H2O) is a hydride of oxygen, ammonia is a hydride ...
donor in
acidic conditions.
Silane
Silane is an inorganic compound with chemical formula, . It is a colourless, pyrophoric, toxic gas with a sharp, repulsive smell, somewhat similar to that of acetic acid. Silane is of practical interest as a precursor to elemental silicon. Sila ...
s may be preferred as scavengers in place of
sulfur-based scavengers.
References
{{reflist
Reducing agents
Silanes
Isopropyl compounds