(−)-B-Methoxydiisopinocampheylborane
(−)-B-Methoxydiisopinocampheylborane (CAS: 85134-98-1) is an organoborane compound with the formula C21H37BO and a molecular weight of 316.33 g/mol. It functions as a valuable chiral reagent in asymmetric synthesis. Its specific stereochemistry allows for highly selective transformations, making it instrumental in the construction of complex chiral molecules and biologically active compounds.
- IUPAC
- (−)-Diisopinocampheylmethoxyborane
- Synonyms
- (−)-Diisopinocampheylmethoxyborane
Asymmetric Synthesis
This borane derivative is widely employed in asymmetric synthesis, enabling the stereoselective creation of chiral centres. It is crucial for synthesizing enantiomerically enriched compounds.
Synthesis of Natural Products
It has been utilised in the total synthesis of complex natural products, including fragments of tetrafibricin and anticancer agents like monorhizopodin, showcasing its utility in challenging synthetic routes.
Allylboration Reactions
The compound participates in double allylboration reactions and annulations of cyclic allylsilanes. These reactions are key for constructing carbon frameworks with controlled stereochemistry.
Pharmaceutical Intermediates
It serves as a reagent in the synthesis of chiral building blocks and intermediates for potential pharmaceutical applications, such as analogs of the Taxol side chain.
| Molecular weight | 316.33 |
|---|---|
| Empirical formula | C21H37BO |
| Application | Reactant involved in organic synthesis reactions such as:• Double allylboration for synthesis of fragments of tetrafibricin1• Anticancer cytotoxic monorhizopodin synthesis2• Annulation of cyclic allylsilanes3• Asymmetric synthesis of β-amino-α-hydroxy acid taxol side chain analogs4 |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Flash point | 113 °C / 235.4 °F |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (–)-B-Methoxydiisopinocampheylborane used for?
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(–)-B-Methoxydiisopinocampheylborane is used as a chiral reagent in asymmetric synthesis, particularly for allylation reactions and the synthesis of complex organic molecules and pharmaceutical intermediates.
What are the CAS number and formula for (–)-B-Methoxydiisopinocampheylborane?
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The CAS number is 85134-98-1 and the empirical formula is C21H37BO.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical as a research-grade reagent. We do not represent it as USP, BP, or EP grade. Purity information is available upon request.
How should (–)-B-Methoxydiisopinocampheylborane be handled?
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Handle with appropriate personal protective equipment, including a dust mask (N95), eyeshields, and gloves. Ensure adequate ventilation. This compound may cause skin, eye, and respiratory irritation (H315, H319, H335).
Is (–)-B-Methoxydiisopinocampheylborane a controlled substance?
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This chemical is not listed as a controlled substance in standard regulatory databases.
How is (–)-B-Methoxydiisopinocampheylborane packed, shipped, and exported?
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Products are carefully packed according to international shipping regulations. We are experienced global exporters of fine chemicals and laboratory reagents.
How can I request a quote or sample?
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Please contact our sales team via the website or by phone to request a quote or a sample of (–)-B-Methoxydiisopinocampheylborane.
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