H2N-PEG4-tBu

Base Information

• Chemical Name: H2N-PEG4-tBu
• CAS No.: 581065-95-4
• Molecular Formula: C15H31NO6
• Molecular Weight: 321.414
• Hs Code.: 2922190090
• Mol file: 581065-95-4.mol

Synonyms:tert-butyl 15-amino-4,7,10,13-tetraoxapentadecanoate;15-AMINO-4,7,10,13-TETRAOXA-PENTADECANOIC ACID T-BUTYL ESTER;15-Amino-4,7,10,13-tetraoxa-pentadecanoic-acid-tert-butylester;1-AMINO-3,6,9,12-BUTAOXAPENTADECAN-15-OIC ACID t-Butyl ester;Amino-PEG4-t-butyl ester;AmbotzPEG1375;ter-butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate;

Chemical Property of H2N-PEG4-tBu

Chemical Property:

• Boiling Point: 400.1±35.0 °C(Predicted)
• PKA: 8.74±0.10(Predicted)
• PSA: 89.24000
• Density: 1.040±0.06 g/cm3(Predicted)
• LogP: 1.44360
• Storage Temp.: -20°C
• Solubility.: Soluble in Water, DMSO, DCM, DMF

Purity/Quality:

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

tert-Butyl 1-Amino-3,6,9,12-tetraoxapentadecan-15-oate >95.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Amino-PEG4-t-butyl ester is a PEG reagent containing an amino (NH2) and a t-butyl protected carboxyl group. 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 (Boc) can be deprotected under acidic conditions.
• Uses: is a linker-cytotoxin conjugate. Linker-cytotoxin conjugate is related to antibody-cytotoxin and antibody-drug conjugates and related compounds.

Technology Process of H2N-PEG4-tBu

There total 18 articles about H2N-PEG4-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: 96.0%

tert-butyl 1-azido-3,6,9,12-tetraoxapentadecan-15-oate (581066-04-8) → tert-butyl 3-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]propanoate (581065-95-4,872340-65-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 1h;

Reference yield:

tert-butyl 1-azido-3,6,9,12-tetraoxapentadecan-15-oate (581066-04-8) → tert-butyl 3-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]propanoate (581065-95-4,872340-65-3) + di-tert-butyl 4,7,10,13,19,22,25,28-octaoxa-16-azahentriacontane-1,31-dioate (2055041-41-1)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol; at 20 ℃; Solvent; Temperature;

DOI:10.1039/C8OB02097C

Reference yield:

Tetraethylene glycol (112-60-7) → tert-butyl 3-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]propanoate (581065-95-4,872340-65-3) + di-tert-butyl 4,7,10,13,19,22,25,28-octaoxa-16-azahentriacontane-1,31-dioate (2055041-41-1)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium iodide; silver(l) oxide / dichloromethane / 0 - 20 °C / Inert atmosphere

2: sodium azide / N,N-dimethyl-formamide / 50 °C / Inert atmosphere

3: potassium tert-butylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4: palladium on activated charcoal; hydrogen / ethanol / 20 °C

With sodium azide; palladium on activated charcoal; potassium tert-butylate; hydrogen; potassium iodide; silver(l) oxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/C8OB02097C

upstream raw materials:

tert-butyl 1-azido-3,6,9,12-tetraoxapentadecan-15-oate

Tetraethylene glycol

tert-Butyl acrylate

tert-butyl 3-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)propanoate

Downstream raw materials:

C₂HF₃O₂*C₅₅H₉₆N₆O₁₃

3-[2-(2-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}ethoxy)ethoxy]propanoic acid

C₂₅H₄₂N₂O₇S₂

1 7-oxo-21-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3 ,4-d]imidazol-4-yl)-4,7,10,13-tetraoxa-16-azahenicosan-1-oic acid

Refernces

• 1、 -. "STEROIDS AND PROTEIN-CONJUGATES THEREOF". Paragraph 0638; 0642. . Retrieved 2018/05/27.
• 2、 -. "Preparation method of amino polyethylene glycol propionic acid". . . Retrieved 2019/01/14.