Preparation of (S)-(+)- and (R)-(-)-8-trifluoromethanesulfonyloxymianserin

Y Liao; U Selditz; R.A de Zeeuw; H.V Wikström

Preparation of (S)-(+)- and (R)-(-)-8-trifluoromethanesulfonyloxymianserin

Y Liao^*
, U Selditz
, R.A de Zeeuw
, H.V Wikström

^*Corresponding author for this work

Faculty of Science and Engineering

Research output: Contribution to journal › Article › Academic › peer-review

1 Citation (Scopus)

Abstract

8-Trifluoromethanesulfonyloxymianserin (3) was synthesized. Its enantiomers were separated by means of HPLC using a chiral stationary phase in the semipreparative mode (100 mg scale) in greater than or equal to 99% optical purity. Reduction of the enantiomers of 3 under catalytic hydrogenation conditions gave the mianserin enantiomers in high purity. The absolute configuration of the enantiomers of 3 were assigned by comparing their respective optical rotations with those of the mianserin enantiomers.

Original language	English
Pages (from-to)	19 - 22
Number of pages	4
Journal	Enantiomer
Volume	3
Issue number	1
Publication status	Published - 1998

Keywords

antidepressant
8-triflate mianserin
enantiomeric separation
DOPAMINE AUTORECEPTOR ANTAGONISTS
PHARMACOKINETIC PROPERTIES
RECEPTOR AGONIST
METABOLITES
MIANSERIN
5-HT1A
ANTIDEPRESSANTS
DERIVATIVES

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@article{89ae3ae5d1884d69a96839c7beb67e8a,

title = "Preparation of (S)-(+)- and (R)-(-)-8-trifluoromethanesulfonyloxymianserin",

abstract = "8-Trifluoromethanesulfonyloxymianserin (3) was synthesized. Its enantiomers were separated by means of HPLC using a chiral stationary phase in the semipreparative mode (100 mg scale) in greater than or equal to 99\% optical purity. Reduction of the enantiomers of 3 under catalytic hydrogenation conditions gave the mianserin enantiomers in high purity. The absolute configuration of the enantiomers of 3 were assigned by comparing their respective optical rotations with those of the mianserin enantiomers.",

keywords = "antidepressant, 8-triflate mianserin, enantiomeric separation, DOPAMINE AUTORECEPTOR ANTAGONISTS, PHARMACOKINETIC PROPERTIES, RECEPTOR AGONIST, METABOLITES, MIANSERIN, 5-HT1A, ANTIDEPRESSANTS, DERIVATIVES",

author = "Y Liao and U Selditz and \{de Zeeuw\}, R.A and H.V Wikstr{\"o}m",

year = "1998",

language = "English",

volume = "3",

pages = "19 -- 22",

journal = "Enantiomer",

number = "1",

}

TY - JOUR

T1 - Preparation of (S)-(+)- and (R)-(-)-8-trifluoromethanesulfonyloxymianserin

AU - Liao, Y

AU - Selditz, U

AU - de Zeeuw, R.A

AU - Wikström, H.V

PY - 1998

Y1 - 1998

N2 - 8-Trifluoromethanesulfonyloxymianserin (3) was synthesized. Its enantiomers were separated by means of HPLC using a chiral stationary phase in the semipreparative mode (100 mg scale) in greater than or equal to 99% optical purity. Reduction of the enantiomers of 3 under catalytic hydrogenation conditions gave the mianserin enantiomers in high purity. The absolute configuration of the enantiomers of 3 were assigned by comparing their respective optical rotations with those of the mianserin enantiomers.

AB - 8-Trifluoromethanesulfonyloxymianserin (3) was synthesized. Its enantiomers were separated by means of HPLC using a chiral stationary phase in the semipreparative mode (100 mg scale) in greater than or equal to 99% optical purity. Reduction of the enantiomers of 3 under catalytic hydrogenation conditions gave the mianserin enantiomers in high purity. The absolute configuration of the enantiomers of 3 were assigned by comparing their respective optical rotations with those of the mianserin enantiomers.

KW - antidepressant

KW - 8-triflate mianserin

KW - enantiomeric separation

KW - DOPAMINE AUTORECEPTOR ANTAGONISTS

KW - PHARMACOKINETIC PROPERTIES

KW - RECEPTOR AGONIST

KW - METABOLITES

KW - MIANSERIN

KW - 5-HT1A

KW - ANTIDEPRESSANTS

KW - DERIVATIVES

M3 - Article

VL - 3

SP - 19

EP - 22

JO - Enantiomer

JF - Enantiomer

IS - 1

ER -

Preparation of (S)-(+)- and (R)-(-)-8-trifluoromethanesulfonyloxymianserin

Abstract

Keywords

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