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2-(2-(2-Aminoethoxy)ethoxy)acetic acid hydrochloride
  • 2-(2-(2-Aminoethoxy)ethoxy)acetic acid hydrochloride2-(2-(2-Aminoethoxy)ethoxy)acetic acid hydrochloride

2-(2-(2-Aminoethoxy)ethoxy)acetic acid hydrochloride

Model: 134979‑01‑4
2-(2-(2-Aminoethoxy)ethoxy)acetic acid hydrochloride is the hydrochloride salt of a primary amine‑terminated PEG2 carboxylic acid. Its molecular formula is C₆H₁₄ClNO₄ (MW 199.63), and it appears as a white to off‑white solid. The structure is simple but powerful: H₂N‑CH₂CH₂‑O‑CH₂CH₂‑O‑CH₂‑COOH · HCl. Unlike its Fmoc‑protected counterpart (CAS 166108‑71‑0), this product comes with the amine already deprotected and stabilized as the hydrochloride salt, making it immediately available for conjugation reactions without an additional deprotection step. The two ethylene glycol units (PEG2) provide a short, hydrophilic spacer that enhances water solubility while minimizing steric hindrance.

Many PEG linkers require Fmoc or Boc removal before use — a step that consumes time, solvents, and often requires chromatographic purification. 2-(2-(2-Aminoethoxy)ethoxy)acetic acid hydrochloride eliminates this issue: here, the amine is presented as the HCl salt, which is stable at room temperature under inert atmosphere and can be stored without special cold chain (though recommended storage is inert atmosphere, room temperature). With 2-(2-(2-Aminoethoxy)ethoxy)acetic acid hydrochloride, the free base is generated in situ by adding a mild base (e.g., DIPEA, TEA) before coupling. The terminal carboxylic acid of 2-(2-(2-Aminoethoxy)ethoxy)acetic acid hydrochloride can be activated via standard amide coupling reagents (HATU, EDC/NHS) to react with amine‑containing payloads, proteins, or peptides. This linker — 2-(2-(2-Aminoethoxy)ethoxy)acetic acid hydrochloride — is widely used as a research chemical for constructing ADCs, PROTACs, PEGylated drugs, and as an intermediate in pharmaceutical synthesis.


Product Parameters

Parameter

Specification

CAS Number

134979-01-4

IUPAC Name

2-(2-(2-Aminoethoxy)ethoxy)acetic acid hydrochloride

Molecular Formula

C₆H₁₄ClNO₄

Molecular Weight

199.63 g/mol

Appearance

White to off-white solid

Storage

Inert atmosphere, room temperature (stable, no refrigeration required)

Solubility

Soluble in water, DMSO, DMF, methanol; slightly soluble in organic solvents

Purity (HPLC)

≥98.0%

Residual solvents

MeOH, EtOAc ≤0.5% each (GC)


Production Method (Synthesis Overview)

The compound is prepared from a Boc‑protected precursor. A typical laboratory synthesis (as per literature):

1.Starting material: 2‑[2‑(tert‑butoxycarbonylamino)ethoxy]ethoxyacetic acid (Boc‑NH‑PEG2‑CH₂COOH, ~2.4 g).

2.Deprotection: The Boc‑protected material is dissolved in ethyl acetate (20 mL) and cooled to 0 °C.

3.HCl addition: 20 mL of 7 M HCl in ethyl acetate is added dropwise.

4.Monitoring: The reaction is followed by TLC until completion.

5.Concentration: The solvent is removed under reduced pressure to yield the product as an oily residue, which solidifies upon standing to a white to off‑white solid.

Cosperpharm scales this process under controlled conditions, ensuring high purity and low residual solvents. The final product is dried and packaged under inert atmosphere to maintain stability.


Frequently Asked Questions (FAQ)

Q1: How do I use this linker in a conjugation reaction?

A: To use the amine, first neutralize the HCl salt by adding 1.0–1.1 equivalents of a non‑nucleophilic base (DIPEA, TEA) in an aprotic solvent (DMF, DCM). For the carboxylic acid activation, use HATU/DIPEA or EDC/NHS in DMF or water (pH 5.5–6.5). The two functional groups are orthogonal; you can selectively protect one if needed.


Q2: Do I need to store this product in a freezer?

A: No. The recommended storage is inert atmosphere (argon or nitrogen) at room temperature. The hydrochloride salt is stable and does not require cold storage. Avoid prolonged exposure to air (amine can absorb CO₂) and moisture.


Ordering Information

Ready to use CAS 134979‑01‑4 (NH₂‑PEG2‑CH₂COOH·HCl) in your next ADC, PROTAC, or bioconjugation project? Request a sample or a quote from Cosperpharm today. We are a reliable supplier of high‑purity PEG linkers and pharmaceutical intermediates.


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