cas 26475-62-7, 4-(2-HYDROXYETHYL)THIOMORPHOLINE 1,1-DIOXIDE | Articles data ｜lookchem

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26475-62-7

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Development of a Safe and High-Throughput Continuous Manufacturing Approach to 4-(2-Hydroxyethyl)thiomorpholine 1,1-Dioxide
Continuous processing enabled the highly energetic double conjugate addition of ethanolamine to divinylsulfone to prepare 2 kg of 4-(2-hydroxyethyl)thiomorpholine 1,1-dioxide, as an intermediate in the synthesis of HIV Maturation Inhibitor BMS-955176. In situ IR was employed to monitor the steady state of the transformation for increased robustness via appearance of the thiomorpholine dioxide moiety and disappearance of the divinylsulfone. Surprisingly, a series of oligomers formed as intermediates, which converted to product with extended aging or heating, consistent with computational predictions. By running this process in flow, the highly exothermic reaction could be safely executed in an equal volume of water as the only solvent, despite an adiabatic temperature rise of 142 °C, leading to a streamlined and efficient process.
Strotman, Neil A.,Tan, Yichen,Powers, Kyle W.,Soumeillant, Maxime,Leung, Simon W.
p. 721 - 727
(2018)
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C-3 NOVEL TRITERPENE WITH C-17 AMINE DERIVATIVES AS HIV INHIBITORS
The present invention relates to to C-3 novel triterpene with C-17 amine derivatives of formula (I); or pharmaceutically acceptable salts, solvates, hydrates, tautomers, stereoisomers, prodrugs, compositions or combination thereof, wherein R1, R2, R3, R4, R5 and 'n' are as defined herein. The present invention also relates to pharmaceutical compositions comprising compounds of formula (I) and process for preparing them, and their use for the treatment of viral diseases and particularly HIV mediated diseases.
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Page/Page column 24; 25

(2017/09/15)

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Chemical Properties

Melting Point: 74 °C
Boiling Point: 403.076 °C at 760 mmHg
Flash Point:197.574 °C
Density: 1.288 g/cm³
Solubility:soluble in Methanol
Storage Temp.:under inert gas (nitrogen or Argon) at 2-8°C
Vapor Pressure: 0mmHg at 25°C
Refractive Index: 1.516
PKA: 14.80±0.10(Predicted)
PSA: 65.99000
LogP: -0.27220

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