The product is 2-(Cyclohept-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, a cyclic boronic ester featuring a seven-membered cycloheptene ring directly attached to a pinacol-stabilized boron center. The cyclohept-1-en-1-yl fragment provides an sp²-hybridized carbon–boron bond embedded within a somewhat flexible yet sterically defined cyclic olefin, while the pinacol dioxaborolane moiety imparts crystallinity, ease of handling, and controlled reactivity. This combination delivers a reagent that smoothly undergoes palladium-catalyzed Suzuki-Miyaura cross-coupling, enabling the direct introduction of a functionalized cycloheptene motif into complex molecular architectures without disrupting the integrity of the fragile seven-membered ring.
2-(Cyclohept-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a specialized sp²‑boron nucleophile designed for the construction of cycloheptene-containing biaryls, olefins, and advanced intermediates. Medicinal chemists rely on 2-(Cyclohept-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane to explore novel chemical space where the seven‑membered ring modulates lipophilicity, conformational flexibility, and target engagement in ways that six‑ or five‑membered rings cannot. Thanks to the pinacol ester protecting group, 2-(Cyclohept-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane exhibits excellent bench stability under recommended storage conditions and activates cleanly under standard cross‑coupling protocols. In process development settings, 2-(Cyclohept-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a reliable coupling partner for late‑stage functionalization and fragment elaboration, enabling swift access to pharmaceutically relevant scaffolds carrying a cycloheptenyl substituent.
Colorless to pale yellow liquid or low-melting solid
Purity (GC/HPLC)
≥98.0%
Solubility
Soluble in common organic solvents (THF, toluene, dichloromethane, ethyl acetate)
Storage Condition
2–8°C, sealed under inert atmosphere, protect from moisture
Shelf Life
12–24 months under recommended conditions
Why Cosperpharm?
When your route calls for a cycloheptenyl building block that performs consistently in Suzuki coupling, Cosperpharm supplies 2-(Cyclohept-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane at a quality that minimizes failed reactions and simplifies impurity tracking. Our analytical release for each batch includes GC or HPLC purity determination, identity confirmation by ¹H NMR, and residual palladium analysis, allowing you to proceed with confidence from the first mole‑scale trial to the final API campaign. We understand the sensitivity of boronic esters toward protodeboronation, so we package this reagent under argon in moisture‑impermeable containers and ship with ice packs when required, preserving the reactivity you expect. Beyond supply, our technical team can discuss ligand choices, solvent compatibility, and coupling conditions that maximize the yield of your cycloheptenyl cross‑couplings — practical support drawn from years of in‑house organoboron handling. Global delivery, batch‑specific certificates of analysis, and flexible ordering from 1 g to multi‑kg scales make Cosperpharm the straight‑forward choice for advanced boronic esters.
Product Advantages
1.Tailored for sp² Cross‑Couplings – The pinacol boronic ester is pre‑activated for Suzuki‑Miyaura reactions, delivering cycloheptenyl fragments with high fidelity.
2.Bench‑Stable, Yet Reactive – The pinacol ligand protects the boron center during storage yet liberates the nucleophilic carbon under mild palladium catalysis.
3.Access to Seven‑Membered Ring Space – The cycloheptene moiety is uncommon in commercial building block collections; this reagent places it just one coupling step away.
4.High Purity = Fewer Side Reactions – ≥98% purity reduces the protodeboronation by‑product and simplifies purification of the coupling adduct.
5.Process‑Ready Supply – Available in quantities from R&D samples to bulk, with consistent quality across batches, supporting route scouting through scale‑up.
FAQ
Q1: What is the primary application of this compound?
A: It is used almost exclusively as a nucleophilic partner in Suzuki-Miyaura cross-coupling reactions to install a cycloheptenyl group onto aromatic or heteroaromatic scaffolds.
Q2: How should I handle this boronic ester?
A: Although the pinacol ester is relatively stable, it is moisture‑sensitive. Weigh rapidly in air or, ideally, handle inside a glovebox or under a stream of dry nitrogen. Store refrigerated in a tightly sealed bottle under argon.
Contact Us
Ready to add a cycloheptenyl building block to your next library or campaign? Get in touch with Cosperpharm for a quote, sample, or technical consultation — we typically ship R&D quantities within 5 business days.
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