What is OTHP?
Tetrahydropyran (THP) is the organic compound consisting of a saturated six-membered ring containing five carbon atoms and one oxygen atom. It is named by reference to pyran, which contains two double bonds, and may be produced from it by adding four hydrogens.
How do you Deprotect Dihydropyran?
THP ethers are formed under acidic conditions from alcohols and dihydropyran. The deprotection is usually performed as an acidic hydrolysis or alcoholysis. Some new methods also allow the protection and deprotection of acid-sensitive molecules by using mild Lewis acids.
What is Alcoholysis reaction?
An alcoholysis reaction, in which an ester reacts with an alcohol to form a new ester and a new alcohol, is called a transesterification reaction.
What is Otms in organic chemistry?
A trimethylsilyl group (abbreviated TMS) is a functional group in organic chemistry. This group consists of three methyl groups bonded to a silicon atom [−Si(CH3)3], which is in turn bonded to the rest of a molecule.
How do you protect from Boc?
Common amine protection methods
- Simple rapid stirring of a mixture of the amine and di-tert-butyl dicarbonate (Boc2O) suspended in water at ambient temperature, an example of an on-water reaction.
- Heating a mixture of the amine to be protected and di-tert-butyl dicarbonate in tetrahydrofuran (THF) at 40 °C.
Is alcoholysis is a substitution reaction?
Alcoholysis is a nucleophilic aliphatic substitution reaction in which an alcohol acts as the nucleophile and substitutes the leaving group.
Which catalyst is commonly used for alcoholysis?
Explanation: The most commonly used catalysts for alcoholysis, however, are the sodium alkoxides.
Is Otms a protecting group?
The produced trimethylsilyl ether is commonly abbreviated -OTMS. This silyl ether no longer has the fairly acidic OH proton as the alcohol group has been changed (protected).
What are the advantages of tetrahydropyranyl ethers?
Tetrahydropyranyl ethers. The tetrahydropyranyl ether is a useful protecting group for the protection of alcohols and phenols, offering stability towards strongly basic reaction conditions, organometallics, hydrides, acylating reagents and alkylation reagents. A drawback is the formation of an additional stereocenter that may lead…
How to protect hydroxyl groups as tetrahydropyranyl ethers?
A simple and convenient synthetic protocol for the protection of hydroxyl groups as tetrahydropyranyl ethers as well as carbonyl functionalities as oxathioacetals and thioacetals has been achieved using a catalytic amount of silica-supported perchloric acid under solvent-free conditions.
How do you catalyze tetrahydropyranylation?
The tetrahydropyranylation of a variety of alcohols and phenols under solvent-free conditions is efficiently catalyzed by bismuth triflate. This relatively nontoxic catalyst is insensitive to air and small amounts of moisture.
What is the deprotection method of THP ether?
THP ethers are formed under acidic conditions from alcohols and dihydropyran. The deprotection is usually performed as an acidic hydrolysis or alcoholysis. Some new methods also allow the protection and deprotection of acid-sensitive molecules by using mild Lewis acids.