(S)-Cinacalcet hydrochloride

Base Information

• Chemical Name: (S)-Cinacalcet hydrochloride
• CAS No.: 1217809-88-5
• Molecular Formula: C₂₂H₂₂F₃N*(x)ClH
• Molecular Weight: 393.8729296
• Hs Code.: 2921490002
• Mol file: 1217809-88-5.mol

Synonyms:(S)-Cinacalcet hydrochloride;(alphaS)-alpha-Methyl-N-[3-[3-(trifluoromethyl)phenyl]propyl]-1-naphthalenemethanamine hydrochloride (1:1)

Chemical Property of (S)-Cinacalcet hydrochloride

Chemical Property:

• PSA: 12.03000
• LogP: 7.33490
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

NLT 98% ^*data from raw suppliers

ent-CinacalcetHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-Cinacalcet hydrochloride

There total 4 articles about (S)-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:

C20H20N2O → N-(1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine hydrochloride (1217809-88-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: [(1,5-cyclooctadiene)(OH)iridium(I)]2; 1,1'-(1,2-phenylene)bis[1,1-bis(1-methylethyl)phosphine]; potassium trimethylsilonate / toluene / 20 h / 80 °C / Inert atmosphere; Schlenk technique

2.1: potassium hydroxide / dimethyl sulfoxide; water / 12 h / 120 °C / Inert atmosphere; Schlenk technique

2.2: 20 °C / Inert atmosphere; Schlenk technique

With [(1,5-cyclooctadiene)(OH)iridium(I)]2; 1,1'-(1,2-phenylene)bis[1,1-bis(1-methylethyl)phosphine]; potassium trimethylsilonate; potassium hydroxide; In water; dimethyl sulfoxide; toluene;

DOI:10.1002/anie.201702169

Reference yield:

(S)-N-methyl-N-1-(1-naphthyl)ethyl amine (15297-33-3,20218-55-7,42882-32-6,98978-55-3) → N-(1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine hydrochloride (1217809-88-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dichloromethane

2.1: [(1,5-cyclooctadiene)(OH)iridium(I)]2; 1,1'-(1,2-phenylene)bis[1,1-bis(1-methylethyl)phosphine]; potassium trimethylsilonate / toluene / 20 h / 80 °C / Inert atmosphere; Schlenk technique

3.1: potassium hydroxide / dimethyl sulfoxide; water / 12 h / 120 °C / Inert atmosphere; Schlenk technique

3.2: 20 °C / Inert atmosphere; Schlenk technique

With [(1,5-cyclooctadiene)(OH)iridium(I)]2; 1,1'-(1,2-phenylene)bis[1,1-bis(1-methylethyl)phosphine]; potassium trimethylsilonate; potassium hydroxide; In dichloromethane; water; dimethyl sulfoxide; toluene;

DOI:10.1002/anie.201702169

Reference yield:

3'-(trifluoromethyl)acetophenone (349-76-8) → cinacalcet hydrochloride (1217809-88-5)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride / water; ethanol / 80 °C

2: hydrogenchloride; zinc / water / 20 °C / pH < 1

3: hydrogenchloride / water; methanol / 5 h / 50 °C

With hydrogenchloride; zinc; In methanol; ethanol; water;

upstream raw materials:

(S)-N-methyl-N-1-(1-naphthyl)ethyl amine

3'-(trifluoromethyl)acetophenone

(R)-1-(1-Naphthyl)ethylamine

Downstream raw materials:

1-chloroethyl carbamate cinacalcet

Refernces

• 1、 -. "Hydrochloric cinacalcet preparation method". . . Retrieved 2017/08/29.