(+)-9-(1S, 2S-Pseudoephedrinyl)-(10R)-(trimethylsilyl)-9-borabicyclo[3.3.2]decane
(+)-9-(1S, 2S-Pseudoephedrinyl)-(10R)-(trimethylsilyl)-9-borabicyclo[3.3.2]decane (CAS: 848618-13-3) is a chiral organoborane reagent with the empirical formula C22H38BNOSi and a molecular weight of 371.44 g/mol. This air-stable, crystalline complex serves as a valuable tool in asymmetric synthesis, particularly for the stereoselective formation of homoallylic and homopropargylic alcohols, as well as alpha-allenyl carbinols.
- IUPAC
- N,α-Dimethyl-β-[[(10R)-10-(trimethylsilyl)-9-borabicyclo[3.3.2]dec-9-yl]oxy]-(αS,βS)-benzeneethanamine
- Synonyms
- C22H38BNOSiN,α-Dimethyl-β-[[(10R)-10-(trimethylsilyl)-9-borabicyclo[3.3.2]dec-9-yl]oxy]-(αS,βS)-benzeneethanamine
![(+)-9-(1S, 2S-Pseudoephedrinyl)-(10R)-(trimethylsilyl)-9-borabicyclo[3.3.2]decane (C22H38BNOSi) — chemical structure, CAS 848618-13-3; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F848618-13-3.png&w=3840&q=75)
Asymmetric Allylation and Propargylation
This reagent is employed to achieve enantioselective synthesis of homoallylic and homopropargylic alcohols. Treatment with an appropriate Grignard reagent facilitates the stereocontrolled introduction of allyl or propargyl groups.
Synthesis of Alpha-Allenyl Carbinols
It enables the preparation of chiral alpha-allenyl carbinols. The pseudoephedrine derived moiety directs the stereochemical outcome of the reaction, leading to valuable synthetic intermediates.
Chiral Catalysis and Ligands
As a chiral auxiliary, it contributes to asymmetric induction in various chemical transformations. Its structure is suitable for use in catalytic systems or as a chiral ligand in organometallic chemistry.
| Molecular weight | 371.44 |
|---|---|
| Empirical formula | C22H38BNOSi |
| Optical activity | [α]22/D +60°, c = 4.5 in chloroform-d |
| Application | Air-stable, crystalline pseudoephedrine borinic acid complex which when treated with an appropriate Grignard reagent provides access to homoallylic or homopropargylic alcohols and α-allenyl carbinols.1,2,3 |
| Melting point | 130-134 °C |
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 |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26 |
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 (+)-9-(1S, 2S-Pseudoephedrinyl)-(10R)-(trimethylsilyl)-9-borabicyclo[3.3.2]decane used for?
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This compound is primarily used in asymmetric synthesis for the preparation of homoallylic and homopropargylic alcohols, and alpha-allenyl carbinols via stereoselective allylation and propargylation reactions.
What is the CAS number and formula for this product?
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The CAS number is 848618-13-3, and the empirical formula is C22H38BNOSi.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product as a research-grade chemical. The specific purity is not detailed as USP, BP, or EP; it is intended for laboratory and research applications.
How should this chemical be handled safely?
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This chemical may cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). It is recommended to wear a dust mask type N95 (US), suitable eye protection (eyeshields), and gloves. Ensure adequate ventilation.
Is this chemical shipped internationally?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including this product, and can handle international shipments.
How can I request a sample or a quote?
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Please contact our sales department directly via phone or email to request a sample or a formal quotation for this product.
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