Identification | Back Directory | [Name]
1,14-DIBROMO-3,6,9,12-TETRAOXATETRADECANE | [CAS]
57602-02-5 | [Synonyms]
Br-PEG4-bromide 1,2-Bis[2-(2-bromoethoxy)ethoxy]ethane 1,14-Dibro-3,6,9,12-tetraoxatetradecane 1,14-DIBROMO-3,6,9,12-TETRAOXATETRADECANE | [Molecular Formula]
C10H20Br2O4 | [MDL Number]
MFCD07369317 | [MOL File]
57602-02-5.mol | [Molecular Weight]
364.07 |
Chemical Properties | Back Directory | [Appearance]
Clear Light Yellow Liquid | [storage temp. ]
Refrigerator | [solubility ]
Chloroform | [form ]
Clear Light Yellow Liquid | [color ]
Colorless to light yellow |
Hazard Information | Back Directory | [Chemical Properties]
Clear Light Yellow Liquid | [Uses]
A cross-linking reagent. | [Description]
Bromo-PEG4-bromide is a PEG linker containing two bromide groups. The bromide (Br) is a very good leaving group for nucleophilic substitution reactions. The hydrophilic PEG spacer increases solubility in aqueous media. | [Synthesis]
The general procedure for the synthesis of dibromopenta PEG from pentaethylene glycol disulfonate (CAS: 109789-39-1) is as follows: in Example 2, pentaethylene glycol disulfonate (3.94 g, 10 mmol) was dissolved with tetrabutylammonium bromide (13.3 g) in acetonitrile (50 mL). The reaction mixture was stirred for 16 h under the protection of nitrogen atmosphere. Upon completion of the reaction, the solvent was removed by distillation. Subsequently, liquid-liquid extraction was performed by adding ethyl acetate and water to the residue. The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated. Finally, the target product dibromopenta PEG (2.73 g, 75% yield) was purified by column chromatography. The structure of the product was confirmed by 1H-NMR (CDCl3): δ 3.49 (t, 4H), 3.69 (s, 12H), 3.84 (t, 4H). | [IC 50]
PEGs | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 3, p. 557 - 560 [2] Steroids, 2006, vol. 71, # 10, p. 911 - 921 [3] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 2, p. 636 - 643 [4] Patent: US2016/82117, 2016, A1. Location in patent: Paragraph 0046 |
|
|