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Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate
  • Butyl (R)-3-Aminotetrahydrofuran-3-carboxylateButyl (R)-3-Aminotetrahydrofuran-3-carboxylate

Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate

Model:1242187-12-7
Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate (CAS 1242187-12-7) is a chiral, non-racemic cyclic β-amino acid ester featuring a tetrahydrofuran (THF) ring with a quaternary stereocenter at the C3 position. The molecule incorporates an amino group and a butyl ester functionality attached to the same carbon of the tetrahydrofuran ring, with defined (R)-configuration at the stereocenter.

Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate is a high-value chiral building block widely employed in peptidomimetic synthesis and drug discovery programs targeting diverse therapeutic areas including adenosine A1 receptors and CGRP receptor antagonists. As a conformationally constrained cyclicβ-amino acid ester, Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate features a quaternary stereocenter at C3 that is essential for maintaining stereochemical fidelity in receptor binding—the (R)-enantiomer confers a specific spatial orientation in the final molecule that is critical for interactions with chiral biological targets. The butyl ester moiety of Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate serves not only as a carboxyl protecting group but also enhances lipophilicity and modulates solubility and reactivity during solid-phase peptide synthesis (SPPS) and other coupling reactions. This unique combination of conformational constraint, defined stereochemistry, and tailored lipophilicity makes Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate an ideal building block for constructing foldamers, turn mimetics, and targeted compound libraries in pharmaceutical research.


Product Parameters

Parameter

Specification

Product Name

Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate

CAS Number

1242187-12-7

Molecular Formula

C₉H₁₇NO₃

Molecular Weight

187.24 g/mol

Boiling Point

253.1 ± 40.0 °C at 760 mmHg (predicted)

Density

1.082± 0.06g/cm³ (predicted)

pKa

6.18±0.20°C


Why Cosperpharm?

When your peptidomimetic drug discovery program or SPPS campaign requires enantiopure, conformationally constrained building blocks, Cosperpharm delivers Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate with the stereochemical purity, analytical rigor, and supply flexibility that pharmaceutical researchers demand.

Enantiopurity is the foundation of your research. The (R)-configuration at the C3 quaternary stereocenter is essential for the biological activity of your final compound. Direct substitution of this compound with its racemate is not chemically equivalent for applications requiring stereochemical integrity. Cosperpharm's analytical release protocol includes chiral HPLC verification to confirm enantiomeric purity, ensuring that the stereochemical fidelity you require is delivered with every batch.

The butyl ester matters. The butyl ester serves not only as a carboxyl protecting group but also modulates the compound's solubility and reactivity profile during SPPS and coupling reactions—a function that a methyl or ethyl ester cannot replicate. Cosperpharm supplies the authentic butyl ester with full analytical characterization, so you can be confident in the performance of your synthetic sequence.

Documentation that supports your research. Every shipment includes a Certificate of Analysis (COA) with batch-specific purity data, chromatographic traceability, and physical characterization. Custom quality documentation and stability summaries are available upon request.

Flexible supply across all development stages. Cosperpharm supplies Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate from 250 mg reference quantities for medicinal chemistry screening and method development, to gram-scale batches for process optimization, to bulk quantities for commercial manufacturing. R&D samples ship promptly; bulk orders are coordinated to meet your production timeline.

Technical support for complex synthetic sequences. Our process chemistry team can advise on SPPS coupling conditions, deprotection strategies, and compatibility with various resin systems—drawing on extensive experience with conformationally constrained amino acid building blocks.

Global reach with transparent communication. Cosperpharm ships to pharmaceutical companies, CROs, and research institutions worldwide with full customs documentation. Volume discounts apply at larger scales, and we communicate lead times upfront.


Product Advantages

Defined (R)-Quaternary Stereocenter

Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate features a well-defined (R)-configuration at the C3 quaternary stereocenter. This stereochemical integrity is essential for maintaining proper spatial orientation in the final molecule, which is critical for interactions with chiral biological targets. The (R)-enantiomer confers specific three-dimensional properties that the (S)-enantiomer or racemate cannot replicate.


Conformationally Constrained Tetrahydrofuran Scaffold

The rigid tetrahydrofuran ring of Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate locks the molecule in a defined conformation, pre-organizing its functional groups for optimal receptor binding. This conformational constraint reduces entropic penalties upon ligand–receptor interaction—a property successfully exploited in the design of high-affinity foldamers, turn mimetics, and targeted compound libraries.


Butyl Ester for Enhanced Lipophilicity and SPPS Compatibility

The butyl ester moiety enhances lipophilicity relative to the free acid and modulates solubility and reactivity during solid-phase peptide synthesis (SPPS) and coupling reactions. This functional advantage—which methyl or ethyl esters cannot replicate—makes Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate uniquely suited for demanding peptide coupling applications.


Versatile Building Block for Drug Discovery

Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate serves as a direct precursor for adenosine A1 agonist and CGRP antagonist libraries, demonstrating its exceptional therapeutic versatility across diverse target classes. The compound's unique structural features make it an ideal building block for constructing foldamers, turn mimetics, and targeted compound libraries.


High-Purity, Well-Characterized Building Block

Cosperpharm supplies Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate at ≥95% to ≥98% purity, with full analytical characterization including HPLC purity, chiral HPLC (where applicable), and identity confirmation. The compound's well-characterized physical properties—including predicted boiling point (253.1 °C) and density (1.1 g/cm³)—support reliable method development and scale-up.


Quality Assurance at Cosperpharm

Each batch undergoes:

Gas chromatography (GC) – purity ≥97.0%

Non‑aqueous titration – purity ≥97.0%

Refractive index – confirmatory analysis

¹H NMR – structural verification

Appearance – colorless to light yellow to light orange clear liquid

A comprehensive COA, MSDS (with full GHS information), and certificate of origin accompany every shipment.


Contact Us

Looking for Butyl (R)-3-Aminotetrahydrofuran-3-carboxylate for your peptidomimetic synthesis program, SPPS campaign, or targeted library construction? Cosperpharm is ready to support your research—get in touch to discuss your requirements, request a sample, or schedule a technical consultation.


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