O-(2-AMinoethyl)-O'-[2-(Boc-aMino)ethyl]tetraethylene Glycol

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Products Intro: Product Name:BocNH-PEG5-CH2CH2NH2
CAS:189209-27-6
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Products Intro: Product Name:N1-Boc-3,6,9,12,15-pentaoxaheptadecane-1,17-diamine
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CAS:189209-27-6
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Products Intro: Product Name:t-boc-N-amido-PEG5-amine
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Products Intro: Product Name:NH2-PEG5-C2-NH-Boc;PROTAC Linker 17
CAS:189209-27-6
Purity:98.00% Package:100 mg;500 mg Remarks:REAGENT;FOR LABORATORY USE ONLY

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  • NH2-PEG5-C2-NH-Boc
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O-(2-AMinoethyl)-O'-[2-(Boc-aMino)ethyl]tetraethylene Glycol Basic information
Product Name:O-(2-AMinoethyl)-O'-[2-(Boc-aMino)ethyl]tetraethylene Glycol
Synonyms:t-boc-N-amido-PEG6-Amine;t-boc-N-amido-PEG5-Amine;t-boc-N-amido-PEG5-Azide;tert-Butyl (17-amino-3,6,9,12,15-pentaoxaheptadecyl)carbamate;Boc-N-amido-PEG5-Amine;Boc-N-amido-PEG5-Azide;O-(2-AMinoethyl)-O'-[2-(Boc-aMino)ethyl]tetraethylene Glycol;BocNH-PEG5-CH2CH2NH2
CAS:189209-27-6
MF:C17H36N2O7
MW:380.48
EINECS:
Product Categories:PEGylation Reagents;Aliphatics;Amines;Intermediates;Polyethyleneglycol Derivatives;peg
Mol File:189209-27-6.mol
O-(2-AMinoethyl)-O'-[2-(Boc-aMino)ethyl]tetraethylene Glycol Structure
O-(2-AMinoethyl)-O'-[2-(Boc-aMino)ethyl]tetraethylene Glycol Chemical Properties
storage temp. 2-8°C(protect from light)
solubility Soluble in Water, DMSO, DCM, DMF
form Liquid
color Colorless to light yellow
Safety Information
HS Code 2918999090
MSDS Information
O-(2-AMinoethyl)-O'-[2-(Boc-aMino)ethyl]tetraethylene Glycol Usage And Synthesis
Descriptiont-Boc-N-Amido-PEG5-amine is a Boc protected PEG linker containing an free amino group and5 PEG units. The hydrophilic PEG spacer increases solubility in aqueous media. The amino group is reactive with carboxylic acids, activated NHS esters. The Boc group can be deprotected under mild acidic conditions to free the amine.
UsesAs a polyethyleneglycol (PEG) derivative, O-(2-AMinoethyl)-O'-[2-(Boc-aMino)ethyl]tetraethylene Glycol can be used in the preparation of novel biochip technology for detection of explosives-TNT. It is also used as a reagent in the synthesis of chemical inducer of dimeriza tions (CID) to identify the protein target of inhibitors of Toxoplasma gondii invasion.
Synthesis
t-boc-N-amido-PEG5-azide

911209-07-9

O-(2-AMinoethyl)-O'-[2-(Boc-aMino)ethyl]tetraethylene Glycol

189209-27-6

General procedure for the synthesis of tert-butyl (17-amino-3,6,9,12,15-pentaoxaheptadecyl)carbamate from (17-azido-3,6,9,12,15-pentaoxaheptadecyl)carbamate: Compound 6 (5-PEG-Boc-Amino azide, 2.90 g, 8.0 mmol) was dissolved in a Parr reaction flask in 100 ml of ethyl acetate and 0.25 g of 10% Pd/C catalyst was added. The reaction mixture was stirred overnight under hydrogen atmosphere. Upon completion of the reaction, the reaction mixture was diluted with 200 ml of ethyl acetate and filtered through a diatomaceous earth pad to remove the catalyst. The filtrate was concentrated under reduced pressure to remove the solvent to give 2.41 g of crude product. The crude product was purified by silica gel column chromatography, first eluting using a mixed solvent system of 1% NH4OH/15% MeOH/84% CH2Cl2, and then switching to a mixed solvent system of 1% NH4OH/25% MeOH/74% CH2Cl2, and the target fractions were collected to give 1.37 g of purified product. The purified product was dissolved in toluene and concentrated again under reduced pressure to give 1.21 g (40% yield) of the target compound 7.

IC 50PEGs; Alkyl/ether
References[1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 1, p. 586 - 590
[2] Organic and Biomolecular Chemistry, 2009, vol. 7, # 15, p. 3049 - 3060
[3] Synlett, 2015, vol. 26, # 19, p. 2707 - 2713
[4] Patent: US7230101, 2007, B1. Location in patent: Page/Page column 60; 79
O-(2-AMinoethyl)-O'-[2-(Boc-aMino)ethyl]tetraethylene Glycol Preparation Products And Raw materials
Raw materialst-boc-N-amido-PEG5-azide-->Di-tert-butyl dicarbonate-->3,6,9,12,15-PENTAOXAHEPTADECANE-1,17-DIYL BIS-AMINE-->Ethyl acetate-->Hydrogen
Tag:O-(2-AMinoethyl)-O'-[2-(Boc-aMino)ethyl]tetraethylene Glycol(189209-27-6) Related Product Information
FMOC-15-AMINO-4,7,10,13-TETRAOXAPENTADECANOIC ACID Amino-PEG4-acid H2N-PEG8-tBu 2,5,8,11,14,17,20,23,26,29-Decaoxahentriacontane-31-thiol N3-PEG3-tBu 2,5,8,11,14,17,20-Heptaoxadocosan-22-amine HO-PEG10-tBu 2-[2-[2-[2-[2-(BENZYLOXY)ETHOXY]ETHOXY]ETHOXY]ETHOXY]ETHANOL O-(2-AMINOETHYL)-O-(2-AZIDOETHYL)HEPTAETHYLENE GLYCOL 5,8,11,14-Tetraoxa-2-azahexadecanoic acid,16-amino-,1,1-dimethyl ester O-(2-AMINOETHYL)-O'-(2-(BOC-AMINO)ETHYL) HS-PEG4-tBu 2,5,8,11,14,17,20,23,26-Nonaoxaoctacosan-28-amine 17-Azido-3,6,9,12,15-pentaoxaheptadecan-1-amine 2-[2-(2-AMINOETHOXY)ETHOXY]ETHANOL α,ω-dipropionic acid tetraethylene glycol Dodecaethylene glycol monomethyl ether 1,14-diamino-3,6,9,12-tetraoxatetradecane

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