H2N-PEG6-tBu

Base Information

• Chemical Name: H2N-PEG6-tBu
• CAS No.: 1286281-32-0
• Molecular Formula: C19H39NO8
• Molecular Weight: 409.521
• Hs Code.: 2942000090
• Mol file: 1286281-32-0.mol

Synonyms:H2N-PEG6-tBu;Amino-PEG6-t-butyl ester;Amino-PEG7-t-butyl ester

Chemical Property of H2N-PEG6-tBu

Chemical Property:

• Boiling Point: 475.9±40.0 °C(Predicted)
• PKA: 8.74±0.10(Predicted)
• PSA: 107.70000
• Density: 1.056±0.06 g/cm3(Predicted)
• LogP: 1.47680
• Storage Temp.: -20°C

Purity/Quality:

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

Amino-PEG6-t-butylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Amino-PEG6-t-butyl ester is a PEG reagent containing an amino NH2 group with a t-butyl protected carboxyl group (Boc). The hydrophilic PEG spacer increases solubility in aqueous media. The amino group is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. The t-butyl protected carboxyl group can be deprotected under acidic conditions.
• Uses: This heterobifunctional, PEGylated crosslinker features an amino group at one end and t-butyl-protected carboxyl group at the other, which can be deprotected with acidic conditions. The hydrophillic PEG linker facilitates solubility in biological applications. Amino-PEG6-t-butyl ester 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 H2N-PEG6-tBu

There total 6 articles about H2N-PEG6-tBu 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 1-azido-3,6,9,12,15,18-hexaoxahenicosan-21-oate (406213-76-1) → tert-butyl 1-amino-3,6,9,12,15,18-hexaoxahenicosan-21-oate (1286281-32-0,872340-65-3)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃;

Reference yield:

pentaethylene glycol (2615-15-8) → tert-butyl 1-amino-3,6,9,12,15,18-hexaoxahenicosan-21-oate (1286281-32-0,872340-65-3)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydride / tetrahydrofuran; mineral oil / 48 h / 20 °C

2: triethylamine / dichloromethane / 24 h / 20 °C

3: sodium azide / N,N-dimethyl-formamide / 72 h / 20 °C

4: hydrogen; acetyl chloride / methanol / 2 h

With sodium azide; hydrogen; sodium hydride; triethylamine; acetyl chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/ja2083015

Reference yield:

tert-Butyl acrylate (1663-39-4,25232-27-3) → tert-butyl 1-amino-3,6,9,12,15,18-hexaoxahenicosan-21-oate (1286281-32-0,872340-65-3)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydride / tetrahydrofuran; mineral oil / 48 h / 20 °C

2: triethylamine / dichloromethane / 24 h / 20 °C

3: sodium azide / N,N-dimethyl-formamide / 72 h / 20 °C

4: hydrogen; acetyl chloride / methanol / 2 h

With sodium azide; hydrogen; sodium hydride; triethylamine; acetyl chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/ja2083015

upstream raw materials:

tert-butyl 1-hydroxy-3,6,9,12,15,18-hexaoxahenicosan-21-oate

tert-butyl 1-azido-3,6,9,12,15,18-hexaoxahenicosan-21-oate

pentaethylene glycol

tert-Butyl acrylate

Downstream raw materials:

C₂₅H₄₅N₃O₁₀S

C₃₁H₄₄F₅N₃O₁₀S

pentafluorophenyl 1-bromo-2-oxo-6,9,12,15,18,21-hexaoxa-3-azatetracosan-24-oate

N-(24-bromo-23-oxo-4,7,10,13,16,19-hexaoxa-22-azatetracosan-1-oyl)-L-valyl-N-[2-(3-{[trans-4-({[(3R,5S,7R,8R)-8-hydroxy-7-{(1E,3E)-5-[(2S,3S,5R,6R)-5-{[(2Z,4S)-4-hydroxypent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methylpenta-1,3-dien-1-yl}-1,6-dioxaspiro[2.5]oct-5-yl]acetyl}amino)cyclohexyl]oxy}-3-oxopropyl)phenyl]-L-alaninamide