Taylor & Francis
Synthetic Communications
,  том 45 ,  издание 23 ,  страницы 2676-2682

Enantioselective Synthesis of ((1R,2R)-Cyclohexane-1,2-diyl)bis(methylene)dimethanesulfonate, a Lurasidone Hydrochloride Intermediate

Тип публикации: Journal Article
Дата публикации: 2015-08-24
Taylor & Francis
SCImago Q3
WOS Q3
БС2
SJR: 0.269
CiteScore: 4.3
Impact factor: 1.8
ISSN: 00397911, 15322432
Organic Chemistry
Краткое описание
AbstractA concise, economical, and highly enantioselective synthesis of bismesylate intermediate of lurasidone HCl, an antipsychotic, has been developed. The key steps involved in the synthesis are thionyl chloride–catalyzed esterification of tetrahydrophthalic anhydride in MeOH, epimerization of cis to trans isomer, hydrolysis of the diester, resolution of the diacid, reduction with Red-Al, and finally bismesylation of the corresponding diol, which provided the desired intermediate ((1 R,2 R)-cyclohexane-1,2-diyl)bis(methylene) dimethanesulfonate in overall good yield.
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Ravi Ganesh K. et al. Enantioselective Synthesis of ((1R,2R)-Cyclohexane-1,2-diyl)bis(methylene)dimethanesulfonate, a Lurasidone Hydrochloride Intermediate // Synthetic Communications. 2015. Vol. 45. No. 23. pp. 2676-2682.
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Pachore S. S., Pratap T., Umesh K., M V B. R., Murthy C., Suresh Babu M. Enantioselective Synthesis of ((1R,2R)-Cyclohexane-1,2-diyl)bis(methylene)dimethanesulfonate, a Lurasidone Hydrochloride Intermediate // Synthetic Communications. 2015. Vol. 45. No. 23. pp. 2676-2682.
RIS |
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TY - JOUR
DO - 10.1080/00397911.2015.1074695
UR - https://doi.org/10.1080/00397911.2015.1074695
TI - Enantioselective Synthesis of ((1R,2R)-Cyclohexane-1,2-diyl)bis(methylene)dimethanesulfonate, a Lurasidone Hydrochloride Intermediate
T2 - Synthetic Communications
AU - Pachore, Sharad S
AU - Pratap, T.V.
AU - Umesh, K.
AU - M V, Basaveswara Rao
AU - Murthy, C
AU - Suresh Babu, M.
PY - 2015
DA - 2015/08/24
PB - Taylor & Francis
SP - 2676-2682
IS - 23
VL - 45
SN - 0039-7911
SN - 1532-2432
ER -
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@article{2015_Ravi Ganesh,
author = {Sharad S Pachore and T.V. Pratap and K. Umesh and Basaveswara Rao M V and C Murthy and M. Suresh Babu},
title = {Enantioselective Synthesis of ((1R,2R)-Cyclohexane-1,2-diyl)bis(methylene)dimethanesulfonate, a Lurasidone Hydrochloride Intermediate},
journal = {Synthetic Communications},
year = {2015},
volume = {45},
publisher = {Taylor & Francis},
month = {aug},
url = {https://doi.org/10.1080/00397911.2015.1074695},
number = {23},
pages = {2676--2682},
doi = {10.1080/00397911.2015.1074695}
}
MLA
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Ravi Ganesh, K., et al. “Enantioselective Synthesis of ((1R,2R)-Cyclohexane-1,2-diyl)bis(methylene)dimethanesulfonate, a Lurasidone Hydrochloride Intermediate.” Synthetic Communications, vol. 45, no. 23, Aug. 2015, pp. 2676-2682. https://doi.org/10.1080/00397911.2015.1074695.
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