Enantioselective synthesis of hyperparathyroidism agent Cinacalcet hydrochloride

被引:0
|
作者
Ganesh, N. S. [1 ]
Spandana, K. V. L. D. [1 ]
Narsaiah, A. Venkat [1 ]
机构
[1] CSIR, Fluoro Agrochan Dept, Organ Synth Lab, Indian Inst Chem Technol, Hyderabad 500007, India
来源
INDIAN JOURNAL OF CHEMISTRY | 2022年 / 61卷 / 05期
关键词
Wittig reaction; CBS-reduction; oxidation; reductive amination; hyperparathyroidism; CALCIMIMETIC AGENT; ALDEHYDES; EFFICIENT; ALCOHOLS; ROUTE;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and efficient route has been developed for enantioselective synthesis of hyperparathyroidism agent (R)-Cinacalcet. The synthesis started from commercially available triflouromethyl benzaldehyde and 1-(naphthalen-1-yl) ethanone and completed in 8 steps with an overall yield 18.5%. The key reactions involved are Corey-Bakshi-Shibata chiral reduction and reductive amination.
引用
收藏
页码:503 / 507
页数:5
相关论文
共 50 条
  • [31] Cinacalcet hydrochloride relieves hypercalcemia in Japanese patients with parathyroid cancer and intractable primary hyperparathyroidism
    Takeuchi, Yasuhiro
    Takahashi, Shunsuke
    Miura, Daishu
    Katagiri, Makoto
    Nakashima, Noriaki
    Ohishi, Hiroko
    Shimazaki, Ryutaro
    Tominaga, Yoshihiro
    JOURNAL OF BONE AND MINERAL METABOLISM, 2017, 35 (06) : 616 - 622
  • [32] A case of a hemodialysis patient with secondary hyperparathyroidism who was resistant to etelcalcetide treatment but not to cinacalcet hydrochloride
    Nakamura, Hironori
    Tokumoto, Masanori
    Anayama, Mariko
    Kurihara, Shigekazu
    Makino, Yasushi
    Tamura, Katsuhiko
    Nagasawa, Masaki
    CEN CASE REPORTS, 2022, 11 (02) : 254 - 258
  • [33] Histopathological alterations of the parathyroid glands in haemodialysis patients with secondary hyperparathyroidism refractory to cinacalcet hydrochloride
    Sumida, Keiichi
    Nakamura, Michio
    Ubara, Yoshifumi
    Marui, Yuji
    Tanaka, Kiho
    Takaichi, Kenmei
    Tomikawa, Shinji
    Inoshita, Naoko
    Ohashi, Kenichi
    JOURNAL OF CLINICAL PATHOLOGY, 2011, 64 (09) : 756 - 760
  • [34] Cinacalcet hydrochloride - Amgen
    Iqbal, J
    Zaidi, M
    Schneider, AE
    IDRUGS, 2003, 6 (06) : 587 - 592
  • [35] Impact of cinacalcet hydrochloride in clinical management of primary hyperparathyroidism in multiple endocrine neoplasia type 1
    Del Prete, M.
    Marotta, V.
    Ramundo, V.
    Marciello, F.
    Di Sarno, A.
    Esposito, R.
    Carratu, A. C.
    Di Roseto, C. De Luca
    Di Somma, C.
    Colao, A.
    Faggiano, A.
    MINERVA ENDOCRINOLOGICA, 2013, 38 (04) : 389 - 394
  • [36] CINACALCET IN THE TREATMENT OF PRIMARY HYPERPARATHYROIDISM
    Kostoglou-Athanassiou, I.
    Athanassiou, P.
    Xanthakou, E.
    Gkountouvas, A.
    Kaldrymides, P.
    OSTEOPOROSIS INTERNATIONAL, 2014, 25 : S429 - S429
  • [37] Cinacalcet for the treatment of primary hyperparathyroidism
    Sajid-Crockett, Saima
    Singer, Frederick R.
    Hershman, Jerome M.
    METABOLISM-CLINICAL AND EXPERIMENTAL, 2008, 57 (04): : 517 - 521
  • [38] Synthesis of cinacalcet hydrochloride under solvent-free conditions
    Chavakula, Ramadas
    Mutyala, Narayana Rao
    Chennupati, Srinivasa Rao
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2013, 90 (12) : 2291 - 2292
  • [39] Cinacalcet for the Treatment of Primary Hyperparathyroidism
    Dillon, Melanie L.
    Frazee, Lawrence A.
    AMERICAN JOURNAL OF THERAPEUTICS, 2011, 18 (04) : 313 - 322
  • [40] MANAGEMENT OF PRIMARY HYPERPARATHYROIDISM WITH CINACALCET
    Kostoglou-Athanassiou, I.
    Athanassiou, P.
    Xanthakou, E.
    Gkountouvas, A.
    Kaldrymides, P.
    ANNALS OF THE RHEUMATIC DISEASES, 2014, 73 : 1077 - 1078