cas 282735-66-4, (5R,6S)-5,6-Diphenyl-2-morpholinone | Articles data ｜lookchem

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282735-66-4

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Diastereoselective intermolecular radical addition to nitrones
The intermolecular radical addition to chiral nitrones 2, 4, 5, and 16 was studied. The isopropyl radical addition to Oppolzer's camphorsultam derivative 2 of glyoxylic nitrone proceeded with excellent diastereoselectivity to give the desired isopropylated product 3a accompanied by the diisopropylated product 3b. A high degree of stereocontrol in the reaction of cyclic nitrone 4 was achieved. The ethyl radical addition to nitrone 4 with triethylborane afforded the desired ethylated product 9a accompanied by the diethylated product 10a and the ethylated nitrone 11a. To evaluate the utility of cyclic nitrone 4, several alkyl radicals were employed in the addition reaction, which afforded the alkylated products 9b-d with excellent diastereoselectivities. In the presence of Mg(ClCO4)2, the ethyl radical addition to BIGN 16 afforded selectively syn isomers. In contrast, the alkyl radical addition to 16 took place even in the absence of Lewis acid to give anti isomers.
Ueda, Masafumi,Miyabe, Hideto,Teramachi, Masako,Miyata, Okiko,Naito, Takeaki
p. 6653 - 6660
(2007/10/03)

Asymmetric, stereocontrolled total synthesis of (+) and (-)-spirotryprostatin B via a diastereoselective azomethine ylide [1,3]-dipolar cycloaddition reaction
The asymmetric, stereocontrolled total syntheses of (+) and (-)-spirotryprostatin B (2) are described. Formation of the core pyrrolidine ring was accomplished via a diastereoselective asymmetric [1,3]-dipolar cycloaddition reaction. Addition of 3-methoxy-
Sebahar, Paul R,Osada, Hiroyuki,Usui, Takeo,Williams, Robert M
p. 6311 - 6322
(2007/10/03)

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Chemical Properties

Melting Point: 139-141 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
Boiling Point: 444 °C at 760 mmHg
Flash Point:222.3 °C
Density: 1.159 g/cm³
Storage Temp.:under inert gas (nitrogen or Argon) at 2–8 °C
Vapor Pressure: 4.42E-08mmHg at 25°C
Refractive Index: 1.577
PKA: 5.68±0.60(Predicted)
PSA: 38.33000
LogP: 2.94420

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