Boc-NH-PEG(3)-COOH

Base Information

• Chemical Name: Boc-NH-PEG(3)-COOH
• CAS No.: 876345-13-0
• Molecular Formula: C₁₅H₂₉NO₈
• Molecular Weight: 351.397
• Mol file: 876345-13-0.mol

Synonyms:NHBoc-PEG4-CH2COOH;Boc-NH-PEG(3)-COOH;Boc-NH-(PEG)4-CH2COOH;t-Boc-N-amido-PEG4-CH2CO2H;Boc-NH-PEG(3)-COOH(16atoMs);t-boc-N-amido-PEG4-acetic acid;14-(Boc-amino)-3,6,9,12-tetraoxatetradecan-1-oic Acid;2,2-Dimethyl-4-oxo-3,8,11,14,17-pentaoxa-5-azanonadecan-19-oic acid;5,8,11,14-Tetraoxa-2-azahexadecanedioic acid, 1-(1,1-dimethylethyl) ester

Chemical Property of Boc-NH-PEG(3)-COOH

Chemical Property:

• Boiling Point: 493.6±40.0 °C(Predicted)
• PKA: 3.39±0.10(Predicted)
• PSA: 112.55000
• Density: 1.138±0.06 g/cm3(Predicted)
• LogP: 1.05300
• Storage Temp.: -20°C

Purity/Quality:

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

BocNH-PEG4-CH2COOH min.97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: t-Boc-N-amido-PEG4-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 heterobifunctional, PEGylated crosslinker features a carboxylic acid at one end and Boc-protected amino group at the other, which can be deprotected with mildly acidic conditions. The hydrophillic PEG linker facilitates solubility in biological applications. BocNH-PEG4-acid can be used for bioconjugation or as a building block for synthesis of small molecules, conjugates of small molecules and/or biomolecules, or other tool compounds for chemical biology and medicinal chemistry that require ligation. Examples of applications include its synthetic incorporation into antibody-drug conjugates or proteolysis-targeting chimeras (PROTAC? molecules) for targeted protein degradation

Technology Process of Boc-NH-PEG(3)-COOH

There total 11 articles about Boc-NH-PEG(3)-COOH 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%

ethyl 2-[2-[2-[2-[2-(tert-butoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]acetate (876345-12-9) → (2-{2-[2-(2-tert-butoxycarbonylamino-ethoxy)-ethoxy]-ethoxy}-ethoxy)-acetic acid (876345-13-0)

Guidance literature:

With sodium hydroxide; In methanol;

DOI:10.1002/ejoc.200500544

Reference yield: 93.0%

bromoacetic acid (79-08-3) + 2-<2-<2-<2-<(tert-Butoxycarbonyl)amino>ethoxy>ethoxy>ethoxy>ethanol (106984-09-2) → (2-{2-[2-(2-tert-butoxycarbonylamino-ethoxy)-ethoxy]-ethoxy}-ethoxy)-acetic acid (876345-13-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; toluene; at 45 ℃;

DOI:10.1016/j.ica.2010.07.067

Reference yield: 50.0%

monosodium iodoacetate (305-53-3) + 2-<2-<2-<2-<(tert-Butoxycarbonyl)amino>ethoxy>ethoxy>ethoxy>ethanol (106984-09-2) → (2-{2-[2-(2-tert-butoxycarbonylamino-ethoxy)-ethoxy]-ethoxy}-ethoxy)-acetic acid (876345-13-0)

Guidance literature:

2-<2-<2-<2-<(tert-Butoxycarbonyl)amino>ethoxy>ethoxy>ethoxy>ethanol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

monosodium iodoacetate; In N,N-dimethyl-formamide; at 0 ℃; for 4h; Inert atmosphere;

DOI:10.1002/anie.200903627

upstream raw materials:

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

ethyl 2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]acetate

Tetraethylene glycol

p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester

Downstream raw materials:

(2S,4R)-1-[(2S)-2-(14-amino-3,6,9,12-tetraoxatetradecanamido)-3,3-dimethylbutanoyl]-4-hydroxy-N-[ [4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide

Refernces

• 1、 -. "IRAK DEGRADERS AND USES THEREOF". Paragraph 00962; 001736; 001745; 001746. . Retrieved 2020/06/19.
• 2、 -. "MDM2-BASED MODULATORS OF PROTEOLYSIS AND ASSOCIATED METHODS OF USE". . . Retrieved 2017/01/31.