t-Boc-N-amido-PEG6-Amine

Base Information

• Chemical Name: t-Boc-N-amido-PEG6-Amine
• CAS No.: 1091627-77-8
• Molecular Formula: C19H40 N2 O8
• Molecular Weight: 424.535
• Hs Code.: 2924190090
• DSSTox Substance ID: DTXSID00694781
• Nikkaji Number: J2.932.244I
• Wikidata: Q72437597
• Mol file: 1091627-77-8.mol

Synonyms:1091627-77-8;t-Boc-N-amido-PEG6-Amine;Boc-NH-PEG6-NH2;Boc-NH-PEG6-amine;Boc-N-amido-PEG6-Amine;NHBoc-PEG6-amine;22-AMINO-5,8,11,14,17,20-HEXAOXA-2-AZADOCOSANOIC ACID 1,1-DIMETHYLETHYL ESTER;BocNH-PEG6-CH2CH2NH2;MFCD16619391;tert-butyl N-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate;tert-butyl (20-amino-3,6,9,12,15,18-hexaoxaicosyl)carbamate;Discontinued see: F405751;t-BocNH-PEG6-CH2CH2NH2;SCHEMBL22939675;DTXSID00694781;O-(2-Aminoethyl)-O'-[2-(Boc-amino)ethyl]pentaethylene Glycol;BP-22603;BS-14403;SY231330;HY-140231;CS-0115431;FT-0661796;C70739;t-Butyl 20-amino-3,6,9,12,15,18-hexaoxaicosylcarbamate;tert-Butyl (20-amino-3,6,9,12,15,18-hexaoxaicosan-1-yl)carbamate;O-(2-Aminoethyl)-O inverted exclamation mark -[2-(Boc-amino)ethyl]pentaethylene Glycol;1322626-75-4;2-[2-[2-[2-[2-[2-(2-Aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethylcarbamic acid tert-butyl ester

Chemical Property of t-Boc-N-amido-PEG6-Amine

Chemical Property:

• Boiling Point: 514.7±50.0 °C(Predicted)
• PKA: 12.23±0.46(Predicted)
• PSA: 123.22000
• Density: 1.071±0.06 g/cm3(Predicted)
• LogP: 1.47410
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slig
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 22
• Exact Mass: 424.27846624
• Heavy Atom Count: 29
• Complexity: 367

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCN
• Description: t-Boc-N-amido-PEG6-amine is a monodisperse PEG reagent The hydrophilic PEG spacer increases solubility in aqueous media. The amino group is reactive with carboxylic acids, activated NHS esters, etc. The Boc group can be deprotected under mild acidic conditions to form the free amine.
• Uses: Boc-N-amido-PEG6-Amine is a heterobifunctional polyethyleneglycol (PEG) derivative used in the preparation of intramolecular linking agents.

Technology Process of t-Boc-N-amido-PEG6-Amine

There total 1 articles about t-Boc-N-amido-PEG6-Amine 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:

2-(2-(2-aminoethoxy)ethoxy)ethan-1-ol (6338-55-2) → tert-butyl (20-amino-3,6,9,12,15,18-hexaoxaicosyl)carbamate (1091627-77-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: ethanol / 0 - 20 °C

2.1: dmap; triethylamine / dichloromethane / 20 °C / Inert atmosphere

3.1: sodium hydroxide / water; toluene / 1 h / 100 °C

3.2: 20 - 100 °C

4.1: triethylamine / dichloromethane / 0.08 h / 0 °C

4.2: 24 h / 0 - 20 °C

5.1: sodium azide; sodium iodide / water; acetone / 48 h / 80 °C

6.1: palladium 10% on activated carbon; potassium chloride; hydrogen / ethanol / 760.05 Torr

With dmap; sodium azide; palladium 10% on activated carbon; potassium chloride; hydrogen; triethylamine; sodium iodide; sodium hydroxide; In ethanol; dichloromethane; water; acetone; toluene;

DOI:10.1002/ejoc.201001666

Reference yield: 98.0%

3-(6-((4-(trifluoromethoxy)phenyl)amino)pyrimidin-4-yl)benzoic acid (714962-05-7) + tert-butyl (20-amino-3,6,9,12,15,18-hexaoxaicosyl)carbamate (1091627-77-8) → tert-butyl (1-oxo-1-(3-(6-((4-(trifluoromethoxy)phenyl)amino)pyrimidin-4-yl)phenyl)-5,8,11,14,17,20-hexaoxa-2-azadocosan-22-yl)carbamate

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 20 ℃; for 1h;

Reference yield: 83.0%

tert-butyl (20-amino-3,6,9,12,15,18-hexaoxaicosyl)carbamate (1091627-77-8) → t-butyl 20-azido-3,6,9,12,15,18-hexaoxaicosylcarbamate (1292268-15-5)

Guidance literature:

With imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; potassium carbonate; In methanol;

DOI:10.1021/ja411457r

upstream raw materials:

2-(2-(2-aminoethoxy)ethoxy)ethan-1-ol

Downstream raw materials:

t-butyl 20-azido-3,6,9,12,15,18-hexaoxaicosylcarbamate

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