Cat. No.: X24-03-YW0268
Amine PEG reagent, 2-Amino-1,3-bis(tert-butyldimethylsilanoxy)propane, Purity 96%
Synonym: 188538-25-2; 2,2,3,3,9,9,10,10-Octamethyl-4,8-dioxa-3,9-disilaundecan-6-amine; 1,3-Bis[[Tert-butyl(dimethyl)silyl]oxy]propan-2-amine; 4,8-Dioxa-3,9-disilaundecan-6-amine, 2,2,3,3,9,9,10,10-octamethyl-; SCHEMBL1369530
- CAS Number: 188538-25-2
- PubChem CID: 11290148
Properties
Description
2-Amino-1,3-bis(tert-butyldimethylsilanoxy)propane is a compound featuring a tert-butyldimethylsilyl (TBDMS) protecting group, known for its acid-labile nature. TBDMS groups are commonly utilized for the protection of alcohol functionalities in organic synthesis. In this molecule, the primary amine remains unmasked and reactive, while the TBDMS group serves to shield alcohol groups from undesired reactions or modifications. This protective group can be selectively removed under mild acidic conditions, allowing for the liberation of the alcohol functionalities when desired.
Molecular Formula
C15H37NO2Si2
Reactive Group 1
Carboxylic acid
Reactive Group 2
Carbonyls
Solubility
DMSO, DCM, DMF
Identity
Confirmed by NMR.
Applications
2-Amino-1,3-bis(tert-butyldimethylsilanoxy)propane can be used in organic synthesis and chemical modification strategies. Chemists often employ TBDMS groups to shield alcohol functionalities during multi-step synthetic routes, preventing unwanted reactions or side reactions at these sites. Upon completion of the desired synthetic transformations, the TBDMS groups can be selectively cleaved under mild acidic conditions, releasing the free hydroxyl groups for subsequent derivatization or further chemical manipulation. The unmasked primary amine functionality enables diverse synthetic applications, including the formation of amide bonds with carboxylic acids, amidation reactions with activated NHS esters, and condensation reactions with other carbonyl compounds.
For Research Use Only. Not For
Clinical Use.
