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

Base Information

• Chemical Name: O-(2-AMinoethyl)-O'-[2-(Boc-aMino)ethyl]tetraethylene Glycol
• CAS No.: 189209-27-6
• Molecular Formula: C17H36N2O7
• Molecular Weight: 380.482
• Hs Code.: 2918999090
• Mol file: 189209-27-6.mol

Synonyms:19-Amino-5,8,11,14,17-pentaoxa-2-azanonadecanoic Acid 1,1-Dimethylethyl Ester; Boc-NH-PEG5-CH2CH2NH2; t-boc-N-amido-PEG5-Amine;

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

Chemical Property:

• PSA: 113.99000
• LogP: 1.45750
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: Soluble in Water, DMSO, DCM, DMF

Purity/Quality:

98%,99%, ^*data from raw suppliers

O-(2-Aminoethyl)-O’-[2-(Boc-amino)ethyl]tetraethyleneGlycol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: t-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.
• Uses: As 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.

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

There total 18 articles about O-(2-AMinoethyl)-O'-[2-(Boc-aMino)ethyl]tetraethylene Glycol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

tert-butyl N-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate (911209-07-9) → tert-butyl N-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy] ethoxy]ethoxy]ethyl]carbamate (189209-27-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol;

DOI:10.1016/j.bmcl.2011.10.078

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 2-(2-(2-(2-(2-(2-aminoethoxy)-ethoxy)-ethoxy)-ethoxy)-ethoxy)-ethyl amine (72236-26-1,892154-56-2) → tert-butyl N-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy] ethoxy]ethoxy]ethyl]carbamate (189209-27-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl N-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy] ethoxy]ethoxy]ethyl]carbamate (189209-27-6)

Guidance literature:

Multi-step reaction with 6 steps

1: ethanol

2: dmap; triethylamine / dichloromethane / 4 h

3: sodium hydroxide / water; toluene / 100 °C

4: triethylamine / dichloromethane

5: sodium azide / N,N-dimethyl-formamide / 70 °C

6: palladium 10% on activated carbon; hydrogen / ethanol

With dmap; sodium azide; palladium 10% on activated carbon; hydrogen; triethylamine; sodium hydroxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmcl.2011.10.078

upstream raw materials:

tert-butyl N-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate

tert-butyl N-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate

2,2-dimethyl-4-oxo-3,8,11-trioxa-5-azatridecane-13-yl methanesulfonate

2-[2-[2-[2-[2-[2-(tert-butoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl methanesulfonate

Downstream raw materials:

tert-butyl [2-(2,2-dimethyl-4,24-dioxo-3,8,11,14,17,20-hexaoxa-5,23-diazahexacosan-26-yl)-4-{[(4-{[(2,6-dimethylphenyl)carbamoyl]amino}phenyl)acetyl]amino}phenoxy]acetate

[2-(21-amino-3-oxo-7,10,13,16,19-pentaoxa-4-azahenicos-1-yl)-4-{[(4-{[(2,6-dimethylphenyl)carbamoyl]amino}phenyl)acetyl]amino}phenoxy]acetic acid trifluoroacetate

Refernces

• 1、 -. "Modified methotrexate as well as preparation method and application thereof". Paragraph 0028; 0033; 0042; 0046; 0047. . Retrieved 2020/06/02.
• 2、 De Feijter, Isja,Goor, Olga J. G. M.,Hendrikse, Simone I. S.,Comellas-Aragonès, Marta,S?ntjens, Serge H. M.,Zaccaria, Sabrina,Fransen, Peter P. K. H.,Peeters, Joris W.,Milroy, Lech-Gustav,Dankers, Patricia Y. W.. "Solid-Phase-Based Synthesis of Ureidopyrimidinone-Peptide Conjugates for Supramolecular Biomaterials". supporting information. p. 2707 - 2713. Retrieved 2015/11/27.