2,5,8,11,14,17,20,23,26-Nonaoxaoctacosan-28-oic acid

Base Information

• Chemical Name: 2,5,8,11,14,17,20,23,26-Nonaoxaoctacosan-28-oic acid
• CAS No.: 102013-72-9
• Molecular Formula: C19H38 O11
• Molecular Weight: 442.49800
• DSSTox Substance ID: DTXSID40694785
• Wikidata: Q72496593
• Mol file: 102013-72-9.mol

Synonyms:102013-72-9;mPEG8-CH2COOH;m-PEG8-CH2COOH;3,6,9,12,15,18,21,24,27-NONAOXAOCTACOSANOIC ACID;2,5,8,11,14,17,20,23,26-NONAOXAOCTACOSAN-28-OIC ACID;m-PEG8-acetic acid;MeO-PEG(112)-COOH;SCHEMBL10019282;DTXSID40694785;AOKQPSPNBHUGLR-UHFFFAOYSA-N;MFCD16619222;AKOS040742054;2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]acetic acid;BP-23436;BS-45961;HY-130145;CS-0105252;C70274

Chemical Property of 2,5,8,11,14,17,20,23,26-Nonaoxaoctacosan-28-oic acid

Chemical Property:

• Boiling Point: 205-207 °C(Press: 0.01 Torr)
• PKA: 3.39±0.10(Predicted)
• PSA: 120.37000
• Density: 1.122
• LogP: -0.14980
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 26
• Exact Mass: 442.24141202
• Heavy Atom Count: 30
• Complexity: 344

Purity/Quality:

99.3% ^*data from raw suppliers

mPEG8-CH2COOH min.95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCCOCCOCCOCCOCCOCCOCCOCCOCC(=O)O
• Description: m-PEG9-CH2COOH is a PEG linker containing a terminal carboxylic acid. 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 hydrophilic PEG spacer increases solubility in aqueous media.

Technology Process of 2,5,8,11,14,17,20,23,26-Nonaoxaoctacosan-28-oic acid

There total 4 articles about 2,5,8,11,14,17,20,23,26-Nonaoxaoctacosan-28-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: 100.0%

tert-butyl 2,5,8,11,14,17,20,23,26-nonaoxaoctacosan-28-oate → 2,5,8,11,14,17,20,23,26-nonaoxaoctacosan-28-oic acid (102013-72-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1039/c8ob01330f

Reference yield: 90.0%

2,5,8,11,14,17,20,23,26-Nonaoxaoctacosan-28-ol (6048-68-6) → 2,5,8,11,14,17,20,23,26-nonaoxaoctacosan-28-oic acid (102013-72-9)

Guidance literature:

With Jones reagent; In acetone; at 20 ℃; for 2h;

Reference yield:

octaethylene glycol monomethyl ether (25990-96-9) → 2,5,8,11,14,17,20,23,26-nonaoxaoctacosan-28-oic acid (102013-72-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

1.2: 2 h / 0 - 20 °C

2.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

With sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1039/c8ob01330f

upstream raw materials:

chloroacetic acid

octaethylene glycol monomethyl ether

2,5,8,11,14,17,20,23,26-Nonaoxaoctacosan-28-ol

Refernces

• 1、 -. "CONJUGATES OF A CELL-BINDING MOLECULE WITH CAMPTOTHECIN ANALOGS". Page/Page column 157. . Retrieved 2021/10/30.
• 2、 -. "CONJUGATION LINKERS CONTAINING 2,3-DIAMINOSUCCINYL GROUP". Page/Page column 257. . Retrieved 2020/05/19.