(S)-(3-(3,4-Dichlorophenyl)-3-(3-iodopropyl)piperidin-1-yl)(phenyl)methanone

Base Information

• Chemical Name: (S)-(3-(3,4-Dichlorophenyl)-3-(3-iodopropyl)piperidin-1-yl)(phenyl)methanone
• CAS No.: 188916-67-8
• Molecular Formula: C21H22Cl2INO
• Molecular Weight: 502.21600
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60579141
• Wikidata: Q72467488
• Mol file: 188916-67-8.mol

Synonyms:188916-67-8;(S)-(3-(3,4-Dichlorophenyl)-3-(3-iodopropyl)piperidin-1-yl)(phenyl)methanone;[(3S)-3-(3,4-dichlorophenyl)-3-(3-iodopropyl)piperidin-1-yl]-phenylmethanone;(3S)-1-BENZOYL-3-(3,4-DICHLOROPHENYL)-3-(3-IODOPROPYL)PIPERIDINE;Methanone, [(3S)-3-(3,4-dichlorophenyl)-3-(3-iodopropyl)-1-piperidinyl]phenyl-;DTXSID60579141;[(3S)-3-(3,4-Dichlorophenyl)-3-(3-iodopropyl)piperidin-1-yl](phenyl)methanone

Chemical Property of (S)-(3-(3,4-Dichlorophenyl)-3-(3-iodopropyl)piperidin-1-yl)(phenyl)methanone

Chemical Property:

• PSA: 20.31000
• Density: 1.503
• LogP: 6.32050
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 501.01232
• Heavy Atom Count: 26
• Complexity: 471

Purity/Quality:

99% ^*data from raw suppliers

(S)-(3-(3,4-Dichlorophenyl)-3-(3-iodopropyl)piperidin-1-yl)(phenyl)methanone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CN(C1)C(=O)C2=CC=CC=C2)(CCCI)C3=CC(=C(C=C3)Cl)Cl
• Isomeric SMILES: C1C[C@](CN(C1)C(=O)C2=CC=CC=C2)(CCCI)C3=CC(=C(C=C3)Cl)Cl
• Uses: (S)-(3-(3,4-dichlorophenyl)-3-(3-iodopropyl)piperidin-1-yl)(phenyl)methanone can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly for laboratory research and development process and chemical production process.

Technology Process of (S)-(3-(3,4-Dichlorophenyl)-3-(3-iodopropyl)piperidin-1-yl)(phenyl)methanone

There total 2 articles about (S)-(3-(3,4-Dichlorophenyl)-3-(3-iodopropyl)piperidin-1-yl)(phenyl)methanone 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(S)-1-Benzoyl-3-(3,4-dichlorophenyl)-3-(3-methanesulphonyloxypropyl)piperidine (172734-71-3) → [(S)-3-(3,4-Dichloro-phenyl)-3-(3-iodo-propyl)-piperidin-1-yl]-phenyl-methanone (188916-67-8)

Guidance literature:

With potassium iodide; In acetone; for 18h; Heating;

DOI:10.1016/S0960-894X(97)00064-4

Reference yield:

(S)-(3-(3,4-dichlorophenyl)-3-(3-hydroxypropyl)piperidin-1-yl)(phenyl)methanone (172734-70-2) → [(S)-3-(3,4-Dichloro-phenyl)-3-(3-iodo-propyl)-piperidin-1-yl]-phenyl-methanone (188916-67-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / DIPEA / CH₂Cl₂ / 2 h / Ambient temperature

2: 98 percent / KI / acetone / 18 h / Heating

With N-ethyl-N,N-diisopropylamine; potassium iodide; In dichloromethane; acetone;

DOI:10.1016/S0960-894X(97)00064-4

Reference yield: 88.0%

[(S)-3-(3,4-Dichloro-phenyl)-3-(3-iodo-propyl)-piperidin-1-yl]-phenyl-methanone (188916-67-8) + N-Methyl-N-(4-phenyl-piperidin-4-yl)-acetamide; hydrochloride (188916-70-3) → osanetant (172734-92-8,160492-56-8)

Guidance literature:

With potassium hydrogencarbonate; In acetonitrile; at 60 - 65 ℃; for 20h;

DOI:10.1016/S0960-894X(97)00064-4

upstream raw materials:

(+)-3(S)-1-Benzoyl-3-(3,4-dichlorophenyl)-3-(3-methanesulphonyloxypropyl)piperidine

(S)-(3-(3,4-dichlorophenyl)-3-(3-hydroxypropyl)piperidin-1-yl)(phenyl)methanone

Downstream raw materials:

osanetant