OTs-C6-OBn

 CAS No.: 126519-80-0  Cat No.: BP-500598 4.5  

OTs-C6-OBn is a six-carbon, benzyl-protected alcohol linker intermediate designed for constructing PROTACs and other targeted protein degradation conjugates. Structurally, it features an alkyl chain that provides spatial separation between functional “warhead” and “recruiter” fragments, while the benzyl ether protects the terminal hydroxyl group during synthesis and enables later deprotection or selective functional group conversion. In PROTAC assembly, such linkers are critical for tuning the effective distance and relative orientation required for productive ternary complex formation between the ligand-bound target protein and the E3 ligase recruiter. By offering a chemically robust handle for downstream coupling, OTs-C6-OBn supports modular synthesis routes, allowing researchers to systematically vary linker length and attachment chemistry to optimize degradation potency and selectivity. This makes it a practical component for structure–activity relationship studies and for generating libraries of linker-defined PROTAC analogs.

OTs-C6-OBn

Structure of 126519-80-0

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Category
PROTAC Linker
Molecular Formula
C₂₀H₂₆O₄S
Molecular Weight
362.48

* For research and manufacturing use only. Not for human or clinical use.

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Storage
Pure form, -20°C, 3 years; 4°C, 2 years; In solvent, -80°C, 6 months; -20°C, 1 month
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
4-methylbenzenesulfonic acid;6-phenylmethoxyhexan-1-ol
InChI Key
VMHRJSHKGRKFLX-UHFFFAOYSA-N
InChI
InChI=1S/C13H20O2.C7H8O3S/c14-10-6-1-2-7-11-15-12-13-8-4-3-5-9-13;1-6-2-4-7(5-3-6)11(8,9)10/h3-5,8-9,14H,1-2,6-7,10-12H2;2-5H,1H3,(H,8,9,10)
SMILES
CC1=CC=C(C=C1)S(=O)(=O)O.C1=CC=C(C=C1)COCCCCCCO

OTs-C6-OBn, is designed to provide a modular connection point between a targeting ligand and an E3-recruiting element, enabling efficient construction of targeted protein degraders. Its linker architecture supports reliable conjugation strategies commonly used in PROTAC synthesis, facilitating rapid assembly and optimization of degradation potency and selectivity. The following sections describe the molecule’s structure and the practical reactivity considerations relevant to PROTAC workflows in detail below.

Structure: OTs-C6-OBn is a six-carbon alkyl linker bearing an OTs leaving group and a benzylic ether motif. It contains an alkyl chain, an ether linkage, and a sulfonate ester functionality, with multiple heteroatoms that influence polarity and solubility. These features support controlled derivatization under standard organic synthesis conditions.

Reactivity: The OTs group functions as an excellent leaving group for nucleophilic substitution, making the linker suitable for installing PROTAC fragments through ether-forming or related bond-formation steps. Typical approaches use nucleophiles such as alcohols or amines under base-promoted conditions, often in polar aprotic solvents, to drive substitution while minimizing side reactions. Reaction monitoring by standard analytical methods is recommended to confirm conversion and preserve linker integrity.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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