Tecalcet

Base Information

• Chemical Name: Tecalcet
• CAS No.: 148717-54-8
• Molecular Formula: C₁₈H₂₂ClNO
• Molecular Weight: 303.832
• UNII: 8I16YLE4US
• DSSTox Substance ID: DTXSID90164084
• Nikkaji Number: J698.000G
• Wikidata: Q27088954
• NCI Thesaurus Code: C76682
• Pharos Ligand ID: 8N9CL8PXT2LQ
• ChEMBL ID: CHEMBL292376
• Mol file: 148717-54-8.mol

Synonyms:(R)-N-(3-methoxy-alpha-phenylethyl)-3-(2'-chlorphenyl)-1-(propylamine hydrochloride);A568 compound;KRN568;N-(2-chlorophenylpropyl)-1-(3-methoxyphenyl)ethylamine;N-(3-(2-chlorophenyl)propyl)-R-alpha-methyl-3-methoxybenxylamine hydrochloride;N-(3-methoxy-alpha-phenylethyl)-3-(2'-chlorphenyl)-1-propylamine;NPS 568;NPS R-568;NPS-568;NPS-R-568;NPS-R568;R-568;R568 compound

Chemical Property of Tecalcet

Chemical Property:

• Vapor Pressure: 3.86E-07mmHg at 25°C
• Refractive Index: 1.556
• Boiling Point: 416.3°Cat760mmHg
• Flash Point: 205.6°C
• Density: 1.092g/cm³
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 303.1389920
• Heavy Atom Count: 21
• Complexity: 286

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC(=CC=C1)OC)NCCCC2=CC=CC=C2Cl
• Isomeric SMILES: C[C@H](C1=CC(=CC=C1)OC)NCCCC2=CC=CC=C2Cl

Technology Process of Tecalcet

There total 39 articles about Tecalcet 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: 98.0%

3-(2-chlorophenyl)propan-1-amine (18655-48-6) + 1-(3-Methoxyphenyl)ethanone (586-37-8) → N-[3-(2-chlorophenyl)propyl]-R-α-methyl-3-methoxybenzylamine (148717-49-1,148717-54-8)

Guidance literature:

3-(2-chlorophenyl)propan-1-amine; 1-(3-Methoxyphenyl)ethanone; With titanium(IV) isopropylate; In ethanol; at 20 ℃; for 5h;

With sodium cyanoborohydride; In ethanol;

Reference yield: 98.0%

3-(2-chlorophenyl)propan-1-amine (18655-48-6) + 1-(3-Methoxyphenyl)ethanone (586-37-8) → tecalcet (148717-49-1,148717-54-8)

Guidance literature:

With NaCNBH₃; titanium(IV) isopropylate;

Reference yield: 97.0%

[3-(2-Chloro-phenyl)-propyl]-[1-(3-methoxy-phenyl)-eth-(E)-ylidene]-amine (189289-49-4) → tecalcet (148717-49-1,148717-54-8)

Guidance literature:

With C₃₄H₃₇FeN₃O₂Si; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In hexane; toluene; at -40 - 20 ℃; for 14h; enantioselective reaction;

DOI:10.1002/anie.202006557

upstream raw materials:

(R)-3-(2-chlorophenyl)-N-(1-(3'-methoxyphenyl)ethyl)propanamide

3-(2-chlorophenyl)propanoic acid

(R)-1-(3-methoxyphenyl)ethylamine

3-methoxybenzaldehyde (E)-O-[(1S)-2-hydroxy-1-phenylethyl]oxime

Refernces

• 1、 Blasius, Clemens K.,Gade, Lutz H.,Heinrich, Niklas F.,Vasilenko, Vladislav. "Tackling N-Alkyl Imines with 3d Metal Catalysis: Highly Enantioselective Iron-Catalyzed Synthesis of α-Chiral Amines". supporting information. p. 15974 - 15977. Retrieved 2020/07/04.
• 2、 Chelouan, Ahmed,Recio, Rocío,Borrego, Lorenzo G.,álvarez, Eleuterio,Khiar, Noureddine,Fernández, Inmaculada. "Sulfinamide Phosphinates as Chiral Catalysts for the Enantioselective Organocatalytic Reduction of Imines". supporting information. p. 3258 - 3261. Retrieved 2016/07/14.