Amino-PEG1-t-Butyl ester

Base Information

• Chemical Name: Amino-PEG1-t-Butyl ester
• CAS No.: 1260092-46-3
• Molecular Formula: C₉H₁₉NO₃
• Molecular Weight: 189.255
• Mol file: 1260092-46-3.mol

Synonyms:3-(2-aminoethoxy)propionic acid tert-butyl ester

Chemical Property of Amino-PEG1-t-Butyl ester

Chemical Property:

• Boiling Point: 264.9±15.0 °C(Predicted)
• PKA: 8.73±0.10(Predicted)
• Density: 0.992±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

Amino-peg1-t-butylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Amino-PEG1-t-butyl ester is a PEG reagent containing an amino group with 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-Boc group can be deprotected under acidic conditions.
• Uses: Amino-peg1-t-butyl Ester is a reagent used in the preparation of β2 adrenergic receptor agonists and muscarinic receptor activity antagonists.

Technology Process of Amino-PEG1-t-Butyl ester

There total 5 articles about Amino-PEG1-t-Butyl ester 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: 60.0%

3-(2-azidoethoxy)propionic acid tert-butyl ester → 3-(2-aminoethoxy)propionic acid tert-butyl ester (1260092-46-3)

Guidance literature:

With water; triphenylphosphine; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/acsmedchemlett.9b00025

Reference yield:

tert-Butyl acrylate (1663-39-4,25232-27-3) → 3-(2-aminoethoxy)propionic acid tert-butyl ester (1260092-46-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium / tetrahydrofuran / 2 h / 20 °C

1.2: 10 h / 20 °C

2.1: dmap; triethylamine / dichloromethane / 8 h / -10 - 20 °C

3.1: sodium azide / N,N-dimethyl-formamide / 100 °C

4.1: triphenylphosphine; water / tetrahydrofuran / 20 °C

With dmap; sodium azide; water; sodium; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acsmedchemlett.9b00025

Reference yield:

3-(2-hydroxyethoxy)propionic acid tert-butyl ester (671802-00-9,892154-71-1) → 3-(2-aminoethoxy)propionic acid tert-butyl ester (1260092-46-3)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; triethylamine / dichloromethane / 8 h / -10 - 20 °C

2: sodium azide / N,N-dimethyl-formamide / 100 °C

3: triphenylphosphine; water / tetrahydrofuran / 20 °C

With dmap; sodium azide; water; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acsmedchemlett.9b00025

upstream raw materials:

tert-Butyl acrylate

3-(2-hydroxyethoxy)propionic acid tert-butyl ester

tert-butyl 3-[2-(4-methylphenyl)sulfonyloxyethoxy]propanoate

Downstream raw materials:

4-{5-[2-(2-tert-butoxycarbonylethoxy)ethylcarbamoyl]-2-hydroxyphenyl}-4-phenylpiperidine-1-carboxylic acid tert-butyl ester

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