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2,6-Bis[(2S,5S)-4,4-diphenyl-1-aza-3-oxabicyclo[3.3.0]octan-2-yl]pyridine
(CAS RN:1450841-27-6 Product Number:B4228)

Structure

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2,6-Bis[(2S,5S)-4,4-diphenyl-1-aza-3-oxabicyclo[3.3.0]octan-2-yl]pyridine

General Information

Product Number B4228

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Purity/Analysis Method >90.0%(HPLC)
Storage Temperature
M.F. / M.W. C41H39N3O2=605.78
CAS RN 1450841-27-6
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Specification

Purity(HPLC) min. 90.0 area%
Specific rotation [a]20/D -173 to -183 deg(C=1, CHCl3)

References

PubChem SID 253659536

Transport Information

HS Number 2934999090

Application

An Efficient Bis(oxazolidine)pyridine Ligand Utilizing for the Asymmetric [3+2] Cycloaddition

B4228

Experimental Procedure:
Bis(oxazolidine)pyridine ligand (B4228, 0.0165 mmol) and Cu(OAc)2 (0.015 mmol) are added to a round flask containing a stir bar under Ar. CH2Cl2 (1 mL) is added to the flask and the mixture is stirred over 12 hours. To the resulting solution is added azomethine imine (0.15 mmol) at rt. After cooling to –40 °C, to the mixture is added ethyl propiolate (0.18 mmol). After stirring for 47 hours, the reaction mixture is purified by silica gel column chromatography (Et2O/Hexane=2/1 to Et2O) to afford the desired N,N-bicyclic pyrazolidinone derivative (99% yield, 94% ee).

References

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