|
| | t-boc-N-amido-PEG2-bromide Basic information |
| Product Name: | t-boc-N-amido-PEG2-bromide | | Synonyms: | t-boc-N-amido-PEG2-bromide;N-Boc-PEG1-bromide;tert-Butyl (2-(2-bromoethoxy)ethyl)carbamate;tert-Butyl N-[2-(2-bromoethoxy)ethyl]carbamate;CAS_164332-88-1;t-boc-N-amido-PEG2-bromid;Carbamic acid, N-[2-(2-bromoethoxy)ethyl]-, 1,1-dimethylethyl ester;t-boc-N-amido-PEG1-bromide | | CAS: | 164332-88-1 | | MF: | C9H18BrNO3 | | MW: | 268.15 | | EINECS: | | | Product Categories: | | | Mol File: | 164332-88-1.mol |  |
| | t-boc-N-amido-PEG2-bromide Chemical Properties |
| 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) |
| | t-boc-N-amido-PEG2-bromide Usage And Synthesis |
| Description | 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 | t-boc-N-amido-PEG2-bromide 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 t-boc-N-amido-PEG2-bromide 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 bromide 65 (1 .60 g, 5.95 mmol, 98%) as a colourless oil.
 | | Uses | tert-Butyl (2-(2-bromoethoxy)ethyl)carbamate is a cleavable ADC linker for the synthesis of antibody drug conjugates (ADCs). |
| | t-boc-N-amido-PEG2-bromide Preparation Products And Raw materials |
|
