N,3-dimethyl-N-[(2R)-4-(4-methylpiperidin-1-yl)butan-2-yl]benzenesulfonamide

Base Information

• Chemical Name: N,3-dimethyl-N-[(2R)-4-(4-methylpiperidin-1-yl)butan-2-yl]benzenesulfonamide
• CAS No.: 195199-95-2
• Molecular Formula: C₁₈H₃₀N₂O₂S
• Molecular Weight: 338.514
• UNII: GF43CP5LXQ
• DSSTox Substance ID: DTXSID201029788
• Nikkaji Number: J937.937A
• Wikipedia: SB-258719
• Wikidata: Q855345
• Pharos Ligand ID: UA171JYU69ZY
• ChEMBL ID: CHEMBL12264
• Mol file: 195199-95-2.mol

Synonyms:3,N-dimethyl-N-(1-methyl-3-(4-methylpiperidin-1-yl)propyl)benzenesulfonamide;SB 258719;SB-258719

Chemical Property of N,3-dimethyl-N-[(2R)-4-(4-methylpiperidin-1-yl)butan-2-yl]benzenesulfonamide

Chemical Property:

• Boiling Point: 463.6±55.0 °C(Predicted)
• PKA: 9.36±0.10(Predicted)
• PSA: 49.00000
• Density: 1.075±0.06 g/cm3(Predicted)
• LogP: 4.94670
• Storage Temp.: Desiccate at RT
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 338.20279938
• Heavy Atom Count: 23
• Complexity: 452

Purity/Quality:

99% ^*data from raw suppliers

SB258719hydrochloride ≥99%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCN(CC1)CCC(C)N(C)S(=O)(=O)C2=CC=CC(=C2)C
• Isomeric SMILES: CC1CCN(CC1)CC[C@@H](C)N(C)S(=O)(=O)C2=CC=CC(=C2)C
• Uses: SB 258719 Hydrochloride is a useful intermediate.

Technology Process of N,3-dimethyl-N-[(2R)-4-(4-methylpiperidin-1-yl)butan-2-yl]benzenesulfonamide

There total 5 articles about N,3-dimethyl-N-[(2R)-4-(4-methylpiperidin-1-yl)butan-2-yl]benzenesulfonamide 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: 40.0%

3-methylphenylsulfonyl chloride (1899-93-0) + Methyl-[(R)-1-methyl-3-(4-methyl-piperidin-1-yl)-propyl]-amine (195201-09-3) → SB 258719 (195199-95-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jm970519e

Reference yield:

4-methylpiperidin (626-58-4) → SB 258719 (195199-95-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N

2: 78 percent / LiAlH₄ / tetrahydrofuran

3: 40 percent / iPr₂EtN / CH₂Cl₂

With lithium aluminium tetrahydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm970519e

Reference yield:

(R)-3-(((benzyloxy)carbonyl)amino)butanoic acid (67843-72-5) → SB 258719 (195199-95-2)

Guidance literature:

Multi-step reaction with 4 steps

1: (COCl)2 / dimethylformamide; CH₂Cl₂

2: Et₃N

3: 78 percent / LiAlH₄ / tetrahydrofuran

4: 40 percent / iPr₂EtN / CH₂Cl₂

With lithium aluminium tetrahydride; oxalyl dichloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970519e

upstream raw materials:

3-methylphenylsulfonyl chloride

Methyl-[(R)-1-methyl-3-(4-methyl-piperidin-1-yl)-propyl]-amine

4-methylpiperidin

(R)-3-(((benzyloxy)carbonyl)amino)butanoic acid

Refernces