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(S)-(−)-o-Tolyl-CBS-oxazaborolidine solution

CAS 463941-07-3C24H24BNOChemical Synthesis

(S)-(−)-o-Tolyl-CBS-oxazaborolidine solution (CAS 463941-07-3), with the empirical formula C24H24BNO and a molecular weight of 353.26, is a critical chiral catalyst. This solution is primarily employed in asymmetric synthesis, specifically for enantioselective reactions. Its utility as a chiral Lewis acid precursor makes it invaluable in advanced chemical synthesis, particularly in stereoselective reductions and other transformations requiring precise chiral induction.

IUPAC
(S)-(−)-3,3-Diphenyl-1-o-tolyl-tetrahydropyrrolo(1,2-c)(1,3,2)oxazaborole solution
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(S)-(−)-o-Tolyl-CBS-oxazaborolidine solution (C24H24BNO) — chemical structure, CAS 463941-07-3; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisChemical SynthesisChiral CatalystsLigandsand ReagentsReduction
01 /Applications

Asymmetric Synthesis

This oxazaborolidine serves as a precursor to chiral Lewis acids when protonated with trifluoromethanesulfonimide. These catalysts are highly effective in promoting enantioselective Diels-Alder reactions, a key transformation in constructing complex chiral molecules.

Chiral Catalysis

It functions as a chiral catalyst in various stereoselective transformations. Its ability to induce chirality makes it a valuable reagent for synthesising enantiomerically pure compounds, crucial in pharmaceutical and fine chemical industries.

Reduction Reactions

In asymmetric synthesis, this compound can be utilised in stereoselective reduction processes. It enables the preferential formation of one enantiomer over the other, enhancing the efficiency of chiral product synthesis.

02 /Properties
Molecular weight353.26
Empirical formulaC24H24BNO
Density0.9009 g/mL at 25 °C
Concentration0.5 M in toluene
ApplicationWhen protonated with trifluoromethanesulfonimide, chiral oxazaborolidines generate chiral Lewis acids, which have demonstrated great utility in the enantioselective Diels-Alder reaction.1,2
03 /Safety & handling
GHS hazard pictogram: Flammable (GHS02)
Flammable
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
GHS hazard pictogram: Health hazard (GHS08)
Health hazard
Danger

Hazard statements

  • H225Highly flammable liquid and vapour
  • H304May be fatal if swallowed and enters airways
  • H315Causes skin irritation
  • H336May cause drowsiness or dizziness
  • H361D
  • H373May cause damage to organs through prolonged exposure

Precautionary statements

  • P210Keep away from heat, sparks and open flames. No smoking
  • P261Avoid breathing dust, fume, gas or vapours
  • P281Use personal protective equipment as required
  • P301IF SWALLOWED
  • P331Do NOT induce vomiting
Flash point4 °C / 39.2 °F
Transport (UN / ADR)UN 1294 3 / PGII
Water hazard class (WGK, DE)3
Hazard codes (EU)F,Xn
Risk statements (R)63-11-38-48/20-65-67
Safety statements (S)16-36/37-62

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
463941-07-3
MDL number
MFCD07369782
PubChem substance
24884027
05 /Quality & supply

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.

06 /Frequently asked questions

What is (S)-(−)-o-Tolyl-CBS-oxazaborolidine solution used for?

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(S)-(−)-o-Tolyl-CBS-oxazaborolidine solution is primarily used as a precursor to chiral Lewis acids in asymmetric synthesis, particularly for enantioselective Diels-Alder reactions and stereoselective reductions.

What is the CAS number and formula for (S)-(−)-o-Tolyl-CBS-oxazaborolidine solution?

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The CAS number is 463941-07-3 and the empirical formula is C24H24BNO.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this product as a 0.5 M solution in toluene. We do not represent this product as USP, BP, or EP grade. Please refer to the Certificate of Analysis for specific purity details.

What are the main safety hazards associated with this product?

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This product is highly flammable (H225) and may be fatal if swallowed and enters airways (H304). It can cause skin irritation (H315), drowsiness or dizziness (H336), and may damage fertility or the unborn child (H361d). It can also cause damage to organs through prolonged or repeated exposure (H373).

How is (S)-(−)-o-Tolyl-CBS-oxazaborolidine solution typically packed and exported?

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This solution is typically packed in accordance with UN 1294 3 / PGII regulations for safe transportation. Tech Serve Solutions exports this chemical globally, adhering to all relevant international shipping and customs requirements.

How can I request a sample or quote for this chemical?

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To request a sample or a quotation, please contact our sales team via the website or email, providing your specific requirements and delivery details.

Need (S)-(−)-o-Tolyl-CBS-oxazaborolidine solution in a specific grade or volume?