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Home > Encyclopedia > 2-[2-[2-(2-Aminoethoxy)ethoxy]ethoxy]ethanol

2-[2-[2-(2-Aminoethoxy)ethoxy]ethoxy]ethanol

2-[2-[2-(2-Aminoethoxy)ethoxy]ethoxy]ethanol structure

2-[2-[2-(2-Aminoethoxy)ethoxy]ethoxy]ethanol 

structure
  • CAS No:

    86770-74-3

  • Formula:

    C8H19NO4

  • Chemical Name:

    2-[2-[2-(2-Aminoethoxy)ethoxy]ethoxy]ethanol

  • Synonyms:

    Ethanol,2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-;2-[2-[2-(2-Aminoethoxy)ethoxy]ethoxy]ethanol;11-Amino-3,6,9-trioxaundecanol;T4EGMA;Tetraethylene glycol monoamine;2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]ethylamine;2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethan-1-ol

  • Categories:

    Chemical Reagents  >  Organic Reagents

Description

Amino-PEG4-alcohol is a PEG-based PROTAC linker can be used in the synthesis of PROTACs[1]. Amino-PEG4-alcohol is also a non-cleavable 4 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[2].

2-[2-[2-(2-Aminoethoxy)ethoxy]ethoxy]ethanol Basic Attributes

193.24

193.24

DTXSID5072933

2922509090

Characteristics

73.9

-1.8

pale yellow oil

1.1±0.1 g/cm3

301.6°C at 760 mmHg

136.2±23.7 °C

1.459

Hygroscopic, Refrigerator, Under Inert Atmosphere

Safety Information

|Danger|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

2-[2-[2-(2-Aminoethoxy)ethoxy]ethoxy]ethanol Use and Manufacturing

Methods of Manufacturing

The azide was combined with Pd/C (150 mg) in MeOH (7.0 ml_) and stirred 12 h under HTo the alcohol 11-azido-3, 6, 9-trioxaundecan-1-ol, 2 (1.00 g, 4.56 mmol)dissolved in 0H2012 (8 mL), catalytic amount of 10percent Palladium on carbon(Pd/C) was added, and the reaction was stirred under H2 pressure (4 atm) during 24 hours. The solution was filtered through a short pad of celite and the solvent was evaporated. The amino derivative was isolated by flash column chromatography, eluting with a mixture CH2CI2/ MeOH (9:1), to give 4(790mg, 90percent) as a yellow-coloured syrup. 1H NMR (400 MHz): 6 3.70 (t, 2H, J =4.8 Hz, HOCH2CH2), 3.65—3.60 (m, 1OH, 5CH20), 3.56 (t, 2H, J = 4.8 Hz, OCH2CH2N), 3.50 (t, 2H, J = 4.8 Hz, CH2NH2), 2.83 (5, 2H, NH2), 2.27 (5, 1 H, OH) ppm. 130 NMR (100 MHz): 673.0 (NCH2C), 70.6, 70.3, 70.2, 69.9, 61.5 (COH), 41.5 (ON) ppm. HRMS calcd. for O8H2oNO4[M+H]: 194.1398; found194.1392.This example describes the transformation of the azide product from to 2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethanol.; The azido product from (3.3 g, 15.1 mmol), triphenylphosphine (4.4 g, 16.8 mmol), and water (405 mg, 22.5 mmol) were mixed with 20-mL THF. After the solution was stirred for 4 hrs. at RT, the solvent was eliminated under reduced pressure and the residual product was purified on a silica-gel column that was eluted with CHCl[0155] In the above reaction, at RT, compound 36 (278 mg), PPhTHF (50 mL) was added to N

Ethanol, 2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-: ACTIVE|PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Computed Properties

Molecular Weight:193.24
XLogP3:-1.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:10
Exact Mass:193.13140809
Monoisotopic Mass:193.13140809
Topological Polar Surface Area:73.9
Heavy Atom Count:13
Complexity:92.2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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