(R)-N-(1-(4-formylphenyl)ethyl)methanesulfonamide

Base Information

• Chemical Name: (R)-N-(1-(4-formylphenyl)ethyl)methanesulfonamide
• CAS No.: 1448682-03-8
• Molecular Formula: C10H13NO3S
• Molecular Weight: 227.284
• DSSTox Substance ID: DTXSID201228164
• Mol file: 1448682-03-8.mol

Synonyms:(R)-N-(1-(4-formylphenyl)ethyl)methanesulfonamide;1448682-03-8;N-[(1R)-1-(4-Formylphenyl)ethyl]methanesulfonamide;SCHEMBL15140359;NZANNRRPTURUBK-MRVPVSSYSA-N;DTXSID201228164;CS-B0991;YHC68203;D77235

Chemical Property of (R)-N-(1-(4-formylphenyl)ethyl)methanesulfonamide

Chemical Property:

• PSA: 71.62000
• LogP: 2.58100
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 227.06161445
• Heavy Atom Count: 15
• Complexity: 299

Purity/Quality:

99% ^*data from raw suppliers

(R)-N-(1-(4-formylphenyl)ethyl)methanesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)C=O)NS(=O)(=O)C
• Isomeric SMILES: C[C@H](C1=CC=C(C=C1)C=O)NS(=O)(=O)C

Technology Process of (R)-N-(1-(4-formylphenyl)ethyl)methanesulfonamide

There total 2 articles about (R)-N-(1-(4-formylphenyl)ethyl)methanesulfonamide 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: 70.0%

N-[(1R)-1-(4-bromophenyl)ethyl]methanesulfonamide (749928-16-3) + carbon monoxide (201230-82-2) → N-[(1R)-1-(4-formylphenyl)ethyl]methanesulfonamide (1448682-03-8)

Guidance literature:

With triethylsilane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 15h;

Reference yield:

(R)-1-(4-bromophenyl)ethylamine (24358-62-1,27298-97-1,45791-36-4,64313-06-0) → N-[(1R)-1-(4-formylphenyl)ethyl]methanesulfonamide (1448682-03-8)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 2.5 h / 0 - 20 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; triethylsilane / N,N-dimethyl-formamide / 15 h / 90 °C

With triethylsilane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

Reference yield: 81.13%

(2S)-2-(4-fluorophenyl)morpholine hydrochloride (503860-58-0) + N-[(1R)-1-(4-formylphenyl)ethyl]methanesulfonamide (1448682-03-8) → N-[(1R)-1-(4-{[(2S)-2-(4-fluorophenyl)morpholin-4-yl]methyl}phenyl)ethyl]methanesulfonamide (1449275-13-1)

Guidance literature:

(2S)-2-(4-fluorophenyl)morpholine hydrochloride; N-[(1R)-1-(4-formylphenyl)ethyl]methanesulfonamide; With triethylamine; In dichloromethane; at 22 ℃; for 0.5h; Inert atmosphere;

With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; for 3h;

upstream raw materials:

(R)-1-(4-bromophenyl)ethylamine

N-[(1R)-1-(4-bromophenyl)ethyl]methanesulfonamide

carbon monoxide

Downstream raw materials:

N-[(1R)-1-(4-{[(2S)-2-(4-fluorophenyl)morpholin-4-yl]methyl}phenyl)ethyl]methanesulfonamide

Refernces

• 1、 -. "Novel Benzyl Sulfonamide Derivatives Useful As MOGAT-2 Inhibitors". . . Retrieved 2013/08/14.
• 2、 -. "PHENYL METHANESULFONAMIDE DERIVATIVES USEFUL AS MGAT - 2 INHIBITORS". . . Retrieved 2013/08/15.