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112022-83-0 - (R)-2-Methyl-CBS-oxazaborolidine, 1M soln. in toluene - (R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole - L14582 - Alfa Aesar

L14582 (R)-2-Methyl-CBS-oxazaborolidine, 1M soln. in toluene

CAS Number
112022-83-0
Synonyms
(R)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole

Size Price ($) Quantity Availability
1ml 32.94
5ml 75.71
25ml 276.30
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(R)-2-Methyl-CBS-oxazaborolidine, 1M soln. in toluene

MDL
MFCD00078440

Chemical Properties

Formula
C18H20BNO
Formula Weight
277.17
Flash Point
4°(39°F)
Density
0.925
Sensitivity
Air & Moisture Sensitive
Solubility
Not miscible or difficult to mix in water.

Applications

(R)-2-Methyl-CBS-oxazaborolidine is used in the asymmetric reduction of prochiral ketones. Other applications include the enantioselective synthesis of α-hydroxy acids, α-amino acids, C2 symmetrical ferrocenyl diols, and propargyl alcohols. It is also used in a desymmetrizing reduction leading to (S)-4-hydroxycyclohexenone. It is useful in the production of stereospecific motifs such as α-hydroxy acids, α-amino acids, symmetrical ferrocenyl diols and propargyl alcohols.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Store under inert gas. It is sensitive to moisture and air. Incompatible with oxidizing agents.

Literature References

Parker, K. A.; Ledeboer, M. W. Asymmetric Reduction. A Convenient Method for the Reduction of Alkynyl Ketones. J. Org. Chem. 1996, 61/span> 3214.

Marcel Hoogenraad.; Guido M Klaus.; Niels Elders.; Simone M Hooijschuur.; Ben McKay.; Alan A Smith.; Eric W.P Damen. Oxazaborolidine mediated asymmetric ketone reduction: prediction of enantiomeric excess based on catalyst structure. Tetrahedron: Asymmetry. 2004, 15 (3), 519-523.

Anhydrous catalyst for CBS reduction reaction. For further information, see (S)-2-Methyl-CBS-oxazaborolidine monohydrate, L09219.

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H304-H361-H373-H315-H336

Highly flammable liquid and vapour. May be fatal if swallowed and enters airways. Suspected of damaging fertility or the unborn child. May cause damage to organs through prolonged or repeated exposure. Causes skin irritation. May cause drowsiness or dizziness.

Precautionary Statements: P210-P260-P201-P261-P280-P281-P301+P310-P303+P361+P353-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. Use personal protective equipment as required. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2934.99
TSCA
No

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