Category:
Prophylactic Biological Products
CAS NO:
112246-73-8
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(+)-Diisopinocampheyl chloroborane
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Chemvon Biotechnology Co., Ltd.
2
Years
Basic Info
CAS Number
112246-73-8
Pharmacopoeia
ChP,USP,BP,EP,JP
Grade
Pharmaceutical Grade
Is Manufacturer
No
Product Description
CAS NO:112246-73-8
AI Product Description
*The following content is generated by AI and is for reference only.
(+)-Diisopinocampheyl chloroborane, commonly abbreviated as Ipc2BCl, is a highly specialized organoboron reagent widely recognized in organic synthesis for its exceptional enantioselectivity. Derived from the chiral terpene pinene, this compound features two bulky isopinocampheyl groups attached to a central boron atom, which also bears a chlorine substituent. Its molecular formula is C16H28BCl, and it is identified by the CAS number 109437-57-8. The unique steric environment created by the chiral pinene-derived ligands makes this reagent an invaluable tool for asymmetric transformations, particularly in the reduction of prochiral ketones and imines.
The primary application of (+)-Ipc2BCl lies in its ability to facilitate highly stereoselective hydroboration reactions. When used in conjunction with appropriate substrates, it generates chiral organoborane intermediates that can be subsequently oxidized to yield optically active alcohols or amines with high enantiomeric excess. This capability is crucial in the pharmaceutical industry and fine chemical manufacturing, where the specific three-dimensional configuration of a molecule often dictates its biological activity and safety profile. Unlike many other reducing agents, diisopinocampheyl chloroborane offers superior control over stereochemical outcomes, allowing chemists to synthesize complex chiral building blocks that are difficult to access through conventional methods.
Handling this reagent requires strict adherence to safety protocols due to its moisture sensitivity and potential corrosiveness. It typically reacts vigorously with water to release hydrogen gas and form boric acid derivatives, necessitating storage under inert atmospheres such as nitrogen or argon at low temperatures. While more expensive than standard borane reagents, the precision it provides in asymmetric synthesis justifies its use in advanced research and industrial processes targeting single-enantiomer drugs. As the demand for enantiopure compounds continues to grow, (+)-diisopinocampheyl chloroborane remains a cornerstone reagent in modern synthetic chemistry, bridging the gap between theoretical chirality and practical, large-scale production of high-value chiral molecules.
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