A novel and practical asymmetric synthesis of dapoxetine hydrochloride

被引：7
|
作者：
Zhu, Yijun [1 ,2 ]
Liu, Zhenren [1 ]
Li, Hongyan [1 ]
Ye, Deyong [2 ]
Zhou, Weicheng [1 ]
机构：
[1] State Inst Pharmaceut Ind, Shanghai Key Lab Anti Infect, State Key Lab New Drug & Pharmaceut Proc, Shanghai 201203, Peoples R China
[2] Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 11卷
关键词：
asymmetric synthesis; dapoxetine hydrochloride; stereoselectivity; (S)-tert-butanesulfinamide; PREMATURE EJACULATION; (S)-DAPOXETINE;
D O I：
10.3762/bjoc.11.283
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel and practical asymmetric synthesis of dapoxetine hydrochloride by using the chiral auxiliary (S)-tert-butanesulfinamide was explored. The synthesis was concise, mild, and easy to perform. The overall yield and stereoselectivity were excellent.
引用
收藏
页码：2641 / 2645
页数：5
相关论文
共 50 条
  • [31] Determination of Dapoxetine Hydrochloride in Human Plasma by HPLC-MS/MS and Its Application in a Bioequivalence Study
    Zhang, Xin
    Gao, Zhanwang
    Qin, Fei
    Chen, Kehan
    Wang, Jiansong
    Wang, Lingli
    MOLECULES, 2022, 27 (09):
  • [32] Improved Rapid Action of Dapoxetine Hydrochloride & L-arginine Solid Dispersion Using Film Formulation
    Gi Won Lee
    Hun Hwi Cho
    Sung Hyun Jeon
    Min Joung Choi
    David Kim
    Han Sol Kim
    Jeong Eun Song
    Gilson Khang
    Macromolecular Research, 2019, 27 : 354 - 359
  • [33] Pharmacokinetics and Safety of Dapoxetine Hydrochloride in Healthy Chinese Men: Impact of Dose and High-Fat Meal
    Liu, Jingyan
    Li, Zhihui
    Yan, Keyu
    Ju, Gehang
    Qiu, Wen
    CLINICAL PHARMACOLOGY IN DRUG DEVELOPMENT, 2021, 10 (10): : 1216 - 1224
  • [34] Improved Rapid Action of Dapoxetine Hydrochloride & L-arginine Solid Dispersion Using Film Formulation
    Lee, Gi Won
    Cho, Hun Hwi
    Jeon, Sung Hyun
    Choi, Min Joung
    Kim, David
    Kim, Han Sol
    Song, Jeong Eun
    Khang, Gilson
    MACROMOLECULAR RESEARCH, 2019, 27 (04) : 354 - 359
  • [35] Asymmetric synthesis of a novel conformationally constrained D-Lysine analogue with a piperidine skeleton
    Etayo, Pablo
    Badorrey, Ramon
    Diaz-de-Villegas, Maria D.
    Galvez, Jose A.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (20) : 3474 - 3478
  • [36] Practical and Asymmetric Synthesis of Apremilast Using Ellman's Sulfinamide as a Chiral Auxiliary
    Wang, Bofei
    Zhong, Fangrui
    MOLBANK, 2021, 2021 (03)
  • [37] A practical asymmetric synthesis of (R)-fluoxetine and its major metabolite (R)-norfluoxetine
    Hilborn, JW
    Lu, ZH
    Jurgens, AR
    Fang, QK
    Byers, P
    Wald, SA
    Senanayake, CH
    TETRAHEDRON LETTERS, 2001, 42 (51) : 8919 - 8921
  • [38] Novel instantly-soluble transmucosal matrix (ISTM) using dual mechanism solubilizer for sublingual and nasal delivery of dapoxetine hydrochloride: In-vitro/in-vivo evaluation
    Fouad, Shahinaze A.
    Shamma, Rehab N.
    Basalious, Emad B.
    El-Nabarawi, Mohamed A.
    Tayel, Saadia A.
    INTERNATIONAL JOURNAL OF PHARMACEUTICS, 2016, 505 (1-2) : 212 - 222
  • [39] Probe - Integrated electrochemical sensing platform for detection of trace levels of Dapoxetine hydrochloride drug residue in water and drug formulations
    Alwael, H.
    Asiri, N. A.
    Alhogbi, B. G.
    Alharthi, A. S.
    Bahaidarah, E. A.
    Abduljabbar, T. N.
    Baamer, D. F.
    Madkour, M.
    Zainy, F. A.
    El-Shahawi, M. S.
    ELECTROCHEMISTRY COMMUNICATIONS, 2025, 173
  • [40] Chiral Ugi-Type Amines: Practical Synthesis, Ligand Development, and Asymmetric Catalysis
    Dong, Wu-Wei
    Li, Yi-Nan
    Chang, Xin
    Shen, Chong
    Wang, Chun-Jiang
    ACS CATALYSIS, 2020, 10 (21) : 12954 - 12959
12345