ent-Cinacalcet Hydrochloride

Base Information

• Chemical Name: ent-Cinacalcet Hydrochloride
• CAS No.: 694495-47-1
• Molecular Formula: C₂₂H₂₂F₃N
• Molecular Weight: 357.419
• Hs Code.: 29214990
• Mol file: 694495-47-1.mol

Synonyms:ent-Cinacalcet Hydrochloride;(S)-N-(3-(3-(TrifluoroMethyl)phenyl)propyl)-1- -(1-napthyl)ethylaMine Hydrochloride;(αS)-α-Methyl-N-[3-[3-(trifluoroMethyl)phenyl)propyl]-1-napthaleneMethanaMine Hydrochloride;(S)-Cinacalcet;(S)-Cinacalcet HCl;(S)-Cinacalcet HCl (ent-Cinacalcet HCl);1-NaphthaleneMethanaMine, α-Methyl-N-[3-[3-(trifluoroMethyl)phenyl]propyl]-, (αS)-;(alphaS)-alpha-Methyl-N-[3-[3-(trifluoromethyl)phenyl]propyl]-1-naphthalenemethanamine

Chemical Property of ent-Cinacalcet Hydrochloride

Chemical Property:

• Melting Point: 179-181?C
• PSA: 12.03000
• LogP: 7.33490
• Storage Temp.: -20°C Freezer

Purity/Quality:

99% ^*data from raw suppliers

(S)-N-(1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine 99.66% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: As the (S) enantiomer of Cinacalcet, Ent-cinacalcet hydrochloride can be used in clinical trial in secondary hyperparathyroidism.

Technology Process of ent-Cinacalcet Hydrochloride

There total 103 articles about ent-Cinacalcet Hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(1R)-1-(naphthalen-1-yl)ethanamine (R)-mandelate (1073144-62-3) + methylsulfonyl-3-(3-trifluoromethylphenyl)propyl ester (21172-43-0) → cinacalcet (226256-56-0,694495-47-1)

Guidance literature:

With potassium carbonate; In water; at 60 - 65 ℃; for 20h;

Reference yield: 96.0%

cinacalcet hydrochloride (364782-34-3,1217809-88-5) → cinacalcet (226256-56-0,694495-47-1)

Guidance literature:

With sodium carbonate; In dichloromethane; water;

Reference yield: 96.0%

(R)-cinacalcet (-)-di-para-D-toluoyl tartrate → cinacalcet (226256-56-0,694495-47-1)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; for 0.5h; pH=9 - 10;

upstream raw materials:

3-[3-(trifluoromethyl)phenyl]propanal

1-vinylnaphthalene

4-(3-(trifluoromethyl)phenyl)butanoic acid

1-(3-iodopropyl)-3-(trifluoromethyl)benzene

Refernces

• 1、 -. "Preparation method of cinacalcet hydrochloride". Paragraph 0032-0035. . Retrieved 2021/05/26.
• 2、 Cheng, Jiang-Tao,Dong, Xiao-Yang,Gu, Qiang-Shuai,Li, Zhong-Liang,Liu, Juan,Liu, Xin-Yuan,Luan, Cheng,Wang, Fu-Li,Wang, Li-Lei,Yang, Ning-Yuan,Zhang, Yu-Feng. "Enantioconvergent Cu-Catalyzed Radical C-N Coupling of Racemic Secondary Alkyl Halides to Access α-Chiral Primary Amines". supporting information. p. 15413 - 15419. Retrieved 2021/09/30.