1-(pentan-5-ol)-2-hydroxyl-3,4-bis(TBDMS-hexane)

1-(Pentan-5-ol)-2-hydroxyl-3,4-bis(TBDMS-hexane) is a biochemical assay reagent that serves as a useful biological material or organic compound for life science related research. The compound's precisely differentiated hydroxyl groups in 1-(Pentan-5-ol)-2-hydroxyl-3,4-bis(TBDMS-hexane)—a free primary alcohol at C1, a sterically encumbered tertiary alcohol at C2, and two TBDMS-protected hexyl-tethered alcohols at the chain termini—offer synthetic chemists a rare palette of orthogonal reactivity within a single intermediate. The utility of 1-(Pentan-5-ol)-2-hydroxyl-3,4-bis(TBDMS-hexane) extends to the study of biochemical interactions and reactions, where it is designed to facilitate the analysis of complex biological systems. Beyond its role as a research reagent, 1-(Pentan-5-ol)-2-hydroxyl-3,4-bis(TBDMS-hexane) has been identified as a ligand building block suitable for the construction of metal-organic frameworks (MOFs) and covalent organic frameworks (COFs), with commercial suppliers noting its application in these advanced porous materials where precisely positioned hydroxyl and protected ether functionalities enable post-synthetic modification and framework functionalization. The predictable reactivity profile and multi-functional architecture of 1-(Pentan-5-ol)-2-hydroxyl-3,4-bis(TBDMS-hexane) have established it as a versatile chemical tool in both academic research and industrial process development.

Product Parameters

Product Advantages

1.Multi-Functional Architecture with Orthogonal Reactivity

1-(Pentan-5-ol)-2-hydroxyl-3,4-bis(TBDMS-hexane) features four distinctly differentiated hydroxyl groups on a single undecane scaffold: a free primary alcohol, a tertiary alcohol, and two TBDMS-protected primary alcohols tethered via hexyl spacers. This rare combination of orthogonal reactive handles enables sequential functionalization strategies that would otherwise require multiple protecting group manipulations across separate synthetic intermediates.

2.Robust TBDMS Protection for Multi-Step Synthetic Sequences

The tert-butyldimethylsilyl (TBDMS) protecting group is one of the most widely adopted silyl ethers in organic synthesis due to its excellent stability under basic, oxidizing, and mildly acidic conditions. In 1-(Pentan-5-ol)-2-hydroxyl-3,4-bis(TBDMS-hexane), the two TBDMS groups protect the terminal diol while remaining susceptible to selective fluoride-mediated cleavage (TBAF in THF) without affecting the free primary and tertiary hydroxyl groups elsewhere in the molecule.

3.Selective Deprotection Enables Convergent Strategies

The TBDMS groups in 1-(Pentan-5-ol)-2-hydroxyl-3,4-bis(TBDMS-hexane) can be selectively removed under mild conditions to liberate the terminal diol, while the free C1 and C2 hydroxyl groups remain available for orthogonal functionalization. This deprotection orthogonality enables the convergent assembly of complex, polyfunctional molecules through sequential transformations that would be incompatible with less robust protecting group strategies.

4.Ligand Building Block for MOF and COF Synthesis

Commercial suppliers have specifically noted the utility of 1-(Pentan-5-ol)-2-hydroxyl-3,4-bis(TBDMS-hexane) as a ligand building block for the construction of metal-organic frameworks (MOFs) and covalent organic frameworks (COFs). The precisely positioned hydroxyl and protected ether functionalities enable post-synthetic modification, framework functionalization, and the introduction of catalytically active sites within porous architectures .

5.Biochemical Assay Reagent for Life Science Research

The compound is classified as a biochemical assay reagent and can be used as a biological material or organic compound for life science related research. It is designed to facilitate the analysis of biochemical interactions and reactions, making it an essential tool for researchers investigating complex biological systems .

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.

Storage Conditions

Store 1-(Pentan-5-ol)-2-hydroxyl-3,4-bis(TBDMS-hexane) powder at –20 °C in a tightly sealed container under an inert atmosphere of nitrogen or argon, protected from light and moisture at all times. The powder form is stable for 3 years under these recommended conditions . Allow the sealed container to equilibrate to ambient temperature before opening to prevent moisture condensation. The TBDMS protecting groups are susceptible to hydrolytic cleavage in the presence of water, acids, or fluoride ions; therefore, storage under anhydrous conditions is essential. For solutions, it is recommended to prepare and use solutions on the same day wherever possible. If solution storage is necessary, DMSO or other anhydrous solvent stocks may be stored at –20 °C for up to 6 months . Adherence to the storage recommendations specified in the Certificate of Analysis is essential for maintaining product integrity throughout its documented shelf life.

Contact Us

Interested in incorporating 1-(Pentan-5-ol)-2-hydroxyl-3,4-bis(TBDMS-hexane) into your biochemical assay research or MOF/COF ligand synthesis program? Simply provide a few details, and our client services team will prepare a personalized quotation designed around your project requirements.