2,2-Dimethyl-4-oxo-3,8,11,14-tetraoxa-5-azahexadecan-16-oic acid

Base Information

• Chemical Name: 2,2-Dimethyl-4-oxo-3,8,11,14-tetraoxa-5-azahexadecan-16-oic acid
• CAS No.: 462100-06-7
• Molecular Formula: C13H25NO7
• Molecular Weight: 307.344
• Hs Code.: 2924190090
• European Community (EC) Number: 863-715-4
• Nikkaji Number: J3.445.391H
• Mol file: 462100-06-7.mol

Synonyms:462100-06-7;2,2-Dimethyl-4-oxo-3,8,11,14-tetraoxa-5-azahexadecan-16-oic acid;Boc-NH-PEG3-CH2COOH;BocNH-PEG3-CH2COOH;t-boc-N-amido-PEG3-acetic acid;t-Boc-N-amido-PEG3-CH2CO2H;boc-11-amino-3,6,9-trioxaundecanoic acid;Boc-N-amido-PEG3-CH2COOH;MFCD22376773;2-[2-[2-[2-(Boc-amino)ethoxy]ethoxy]ethoxy]acetic Acid;2,2-Dimethyl-4-oxo-3,8,11,14-tetraoxa-5-azohexadecan-16-oic acid;5,8,11-Trioxa-2-azatridecanedioic acid 1-(1,1-dimethylethyl) ester;2-{2-[2-(2-{[(tert-butoxy)carbonyl]amino}ethoxy)ethoxy]ethoxy}acetic acid;2-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]ethoxy]acetic acid;Boc-NH-PEG3-AA;t-Boc-N-Amido-PEG3-CH2COOH;SCHEMBL3617073;C13H25NO7;AMY4457;CS-D0410;ZB0901;AKOS027338606;BP-22983;DS-12212;HY-33366;SY103712;EN300-6493684;2,2-Dimethyl-4-oxo-3,8,11,14-tetraoxa-5-azahexadecan-16-oicacid

Chemical Property of 2,2-Dimethyl-4-oxo-3,8,11,14-tetraoxa-5-azahexadecan-16-oic acid

Chemical Property:

• Boiling Point: 460.1±35.0 °C(Predicted)
• PKA: 3.39±0.10(Predicted)
• PSA: 103.32000
• Density: 1.141±0.06 g/cm3(Predicted)
• LogP: 1.03640
• Storage Temp.: -20°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 13
• Exact Mass: 307.16310214
• Heavy Atom Count: 21
• Complexity: 301

Purity/Quality:

97% ^*data from raw suppliers

2,2-Dimethyl-4-oxo-3,8,11,14-tetraoxa-5-azahexadecan-16-oicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCOCCOCCOCC(=O)O
• Description: t-Boc-N-amido-PEG3-CH2CO2H is a PEG linker containing a terminal carboxylic acid and Boc-protected amino group. The hydrophilic PEG spacer increases solubility in aqueous media. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The Boc group can be deprotected under mild acidic conditions to form the free amine.
• Uses: This is a crosslinker with a t-Boc protected amine on one end and a carboxyl group on the other end. The compound contains three PEG units to help improve solubility.

Technology Process of 2,2-Dimethyl-4-oxo-3,8,11,14-tetraoxa-5-azahexadecan-16-oic acid

There total 3 articles about 2,2-Dimethyl-4-oxo-3,8,11,14-tetraoxa-5-azahexadecan-16-oic acid 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) → 2-[2-[2-(2-[[(tert-butoxy)carbonyl]amino]ethoxy)ethoxy]ethoxyl]acetic acid (462100-06-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / methanol / 1 h / Reflux

2: sodium hydroxide / tetrahydrofuran; toluene / 45 - 50 °C

With triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; toluene;

Reference yield:

2-(2-(2-aminoethoxy)ethoxy)ethan-1-ol (6338-55-2) + di-tert-butyl dicarbonate (24424-99-5) → 2-[2-[2-(2-[[(tert-butoxy)carbonyl]amino]ethoxy)ethoxy]ethoxyl]acetic acid (462100-06-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane

2: sodium hydroxide / tetrahydrofuran; toluene / 45 °C

With sodium hydroxide; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/j.ica.2010.07.067

Reference yield:

2-[2-(2-azidoethoxy)ethoxy]ethanol (86520-52-7) → 2-[2-[2-(2-[[(tert-butoxy)carbonyl]amino]ethoxy)ethoxy]ethoxyl]acetic acid (462100-06-7)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium on carbon; hydrogen / tetrahydrofuran

2: dichloromethane

3: sodium hydroxide / tetrahydrofuran; toluene / 45 °C

With palladium on carbon; hydrogen; sodium hydroxide; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/j.ica.2010.07.067

upstream raw materials:

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

di-tert-butyl dicarbonate

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

Downstream raw materials:

(2S,4R)-1-[(2S)-2-(2-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}-acetamido)-3,3-dimethylbutanoyl]-4-hydroxy-N-{[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl}pyrrolidine-2-carboxamide