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Br-PEG1-NHBoc

CAS No.164332-88-1
Chemical Name:Br-PEG1-NHBoc
CBNumber:CB63123124
Molecular Formula:C9H18BrNO3
Formula Weight:268.15
MOL File:164332-88-1.mol

Br-PEG1-NHBoc Property

Boiling point 336.6±22.0 °C(Predicted)
Density 1.283±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility Soluble in Water, DMSO, DCM, DMF
pka 12.19±0.46(Predicted)
form Liquid
color Colorless to light yellow

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335
Precautionary statements P261-P305+P351+P338

Br-PEG1-NHBoc Chemical Properties,Usage,Production

Description Tert-Butyl (2-(2-bromoethoxy)ethyl)carbamate (t-boc-N-amido-PEG2-bromide) is a PEG derivative containing a bromide group and Boc-protected amino group. The hydrophilic PEG spacer increases solubility in aqueous media. The bromide (Br) is a very good leaving group for nucleophilic substitution reactions. The Boc group can be deprotected under mild acidic conditions to form the free amine.
Uses tert-Butyl (2-(2-bromoethoxy)ethyl)carbamate is a cleavable ADC linker for the synthesis of antibody drug conjugates (ADCs).
Uses Tert-Butyl (2-(2-bromoethoxy)ethyl)carbamate can be used in medical research, drug-release, nanotechnology and new materials research, cell culture. In the study of ligand, polypeptide synthesis support, a graft polymer compounds, new materials, and polyethylene glycol-modified functional coatings and other aspects of the active compound.
Synthesis The synthesis of tert-Butyl (2-(2-bromoethoxy)ethyl)carbamate is as follows:
Alcohol 64 (1 .25 g, 6.09 mmol) was dissolved in DCM (34 mL). The solution was cooled to 0°C and methanesulfonyl chloride (MsCI, 0.80 mL, 10.3 mmol, 1 .7 equiv) was added to the solution followed by Et3N (1.9 mL, 13.4 mmol, 2.2 equiv). After stirring for 3 h at rt, the reaction mixture was diluted with acetone (33 mL) and LiBr (8.9 g, 103 mmol, 17 equiv) was added. The reaction mixture was stirred overnight at rt. After that time, the solvents were evaporated under reduced pressure. The crude residue was diluted with EtOAc and washed with H20 and brine. The organic phase was dried over anhyd Na2S04. The suspension was filtered over cotton and the filtrate concentrated in vacuo. Purification by flash chromatography eluting with PE/Acetone (85:15→ 8:2) gave tert-Butyl (2-(2-bromoethoxy)ethyl)carbamate as a colourless oil.
Biological Activity The chemical structure of tert-Butyl (2-(2-bromoethoxy)ethyl)carbamate consists of a tert-butyl carbamate group attached to a N-methylcarbamate moiety via a 2-(2-bromoethoxy)ethyl linker. This unique structure contributes to its potential biological activity. The compound has been found to exhibit inhibitory effects on specific biological targets, primarily through its mechanism of action involving the disruption of cell function and signal transduction pathways. The potency of tert-butyl N-[2-(2-bromoethoxy)ethyl]-N-methylcarbamate in modulating these targets varies depending on the specific biological system under investigation.
Biotechnological Applications The biological effects of tert-Butyl (2-(2-bromoethoxy)ethyl)carbamate on cell function and signal transduction have been extensively studied. It could interfere with various cellular processes, including cell proliferation, apoptosis, and differentiation. Additionally, the compound has demonstrated potential therapeutic effects in certain disease models, highlighting its potential as a drug candidate. However, it is important to consider the potential toxic effects of tert-butyl N-[2-(2-bromoethoxy)ethyl]-N-methylcarbamate, as excessive exposure or misuse may lead to adverse health outcomes.