TY - JOUR
T1 - Sustainable Process for Sparteine Sulfate Preparation
AU - Regla, Ignacio
AU - López-Ortiz, Manuel
AU - Jiménez, Otoniel
AU - Hernández-Ortega, Simón
AU - Ramírez-Betancourt, Astrid
AU - Bermúdez-Torres, Kalina
N1 - Publisher Copyright:
© 2019 American Chemical Society.
PY - 2019/11/15
Y1 - 2019/11/15
N2 - (-)-Sparteine sulfate is a stable salt of the quinolizidine chiral diamine alkaloid (-)-sparteine. This compound, in addition to presenting various biological activities, has successfully been used as a ligand and organocatalyst in enantioselective lithiation reactions in asymmetric synthesis. (-)-Sparteine free base deteriorates gradually, even in refrigeration, but its stable salt, (-)-sparteine sulfate, offers advantages in handling and storage. To the best of our knowledge, no process exists in the literature for obtaining (-)-sparteine sulfate from the species of the plant genus Lupinus. In this work, we present an efficient and sustainable process to obtain (-)-sparteine sulfate and free base (-)-sparteine from leaves and stems of Lupinus montanus.
AB - (-)-Sparteine sulfate is a stable salt of the quinolizidine chiral diamine alkaloid (-)-sparteine. This compound, in addition to presenting various biological activities, has successfully been used as a ligand and organocatalyst in enantioselective lithiation reactions in asymmetric synthesis. (-)-Sparteine free base deteriorates gradually, even in refrigeration, but its stable salt, (-)-sparteine sulfate, offers advantages in handling and storage. To the best of our knowledge, no process exists in the literature for obtaining (-)-sparteine sulfate from the species of the plant genus Lupinus. In this work, we present an efficient and sustainable process to obtain (-)-sparteine sulfate and free base (-)-sparteine from leaves and stems of Lupinus montanus.
KW - (-)-sparteine sulfate
KW - Lupinus montanus
KW - crystallography
KW - organocatalyst
KW - quinolizidine alkaloids
UR - http://www.scopus.com/inward/record.url?scp=85074434331&partnerID=8YFLogxK
U2 - 10.1021/acs.oprd.9b00379
DO - 10.1021/acs.oprd.9b00379
M3 - Artículo
AN - SCOPUS:85074434331
SN - 1083-6160
VL - 23
SP - 2567
EP - 2570
JO - Organic Process Research and Development
JF - Organic Process Research and Development
IS - 11
ER -