1-Phenyl-2,5,8,11-tetraoxatridecan-13-aMine Chemical Properties

Boiling point:

390.4±32.0 °C(Predicted)

Density 

1.061±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

Liquid

pka

8.74±0.10(Predicted)

color 

Colorless to light yellow

1-Phenyl-2,5,8,11-tetraoxatridecan-13-aMine Usage And Synthesis

Uses

Benzyl-PEG4-amine is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1].

Synthesis

Triphenylphosphine (59.7 g, 227.7 mmol) was slowly added to a stirred solution of azide 23 (55.2 g, 178.4 mmol) in anhydrous tetrahydrofuran (700 mL) at 0 °C. The reaction mixture was stirred continuously for 10 hours at room temperature. Subsequently, water (5.8 mL, 323.4 mmol) was added to hydrolyze the intermediate phosphorus adduct. After continued stirring for 10 hours, the reaction mixture was diluted with water (1000 mL) and washed with toluene (200 mL, twice). The aqueous phase was concentrated by evaporation to afford the target product 1-phenyl-2,5,8,11-tetraoxatridecan-13-amine (50.6 g, 91% yield). The product was characterized by 1HNMR (400 MHz, CD3OD): δ 7.11-7.29 (m, 5H), 4.51 (s, 2H), 3.55-3.64 (m, 12H), 3.43 (t, J=5.2Hz, 2H), 2.78 (t, J=5.2Hz, 2H).

IC 50

PEGs

References

[1] An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562 DOI:10.1016/j.ebiom.2018.09.005

1-Phenyl-2,5,8,11-tetraoxatridecan-13-aMine(86770-76-5)Related Product Information

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• Benzyl-PEG24-alcohol
• Benzyl-PEG8-MS
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• Decaethylene glycol Monobenzyl ether
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• Benzyl-PEG11-NH2