1-(Phenylsulfinyl)piperidine

Base Information

• Chemical Name: 1-(Phenylsulfinyl)piperidine
• CAS No.: 4972-31-0
• Molecular Formula: C11H15 N O S
• Molecular Weight: 209.312
• Hs Code.: 2933399090
• European Community (EC) Number: 627-585-0
• DSSTox Substance ID: DTXSID20356773
• Nikkaji Number: J1.625.220D
• Mol file: 4972-31-0.mol

Synonyms:1-(benzenesulfinyl)piperidine

Chemical Property of 1-(Phenylsulfinyl)piperidine

Chemical Property:

• Vapor Pressure: 3.4E-05mmHg at 25°C
• Melting Point: 84-88 °C(lit.)
• Refractive Index: 1.628
• Boiling Point: 354.2°C at 760 mmHg
• PKA: -2.48±0.20(Predicted)
• Flash Point: 168°C
• PSA: 39.52000
• Density: 1.22g/cm³
• LogP: 2.99870
• Storage Temp.: ?20°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 209.08743528
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(Phenylsulfinyl)piperidine 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCN(CC1)S(=O)C2=CC=CC=C2
• Uses: Reagent for:? ;Selective glycosylation1? ;Mannopyranolsylations2? ;Design of enzyme stabilizers3Reagent for synthesis of:? ;Glycan array for affinity studies with influenza hemagglutinins?? ;Orthogonal protecting groups for preparation of highly branched oligosaccharides4? ;Tetrasaccharide repeating units related to E. Coli 78 O-antigenic polysaccharides5 1-(Phenylsulfinyl)piperidine can be used prepared aminoglycoside antibiotics. Reagent for:Selective glycosylationMannopyranolsylationsDesign of enzyme stabilizersReagent for synthesis of:Glycan array for affinity studies with influenza hemagglutinins?Orthogonal protecting groups for preparation of highly branched oligosaccharidesTetrasaccharide repeating units related to E. Coli 78 O-antigenic polysaccharides

Technology Process of 1-(Phenylsulfinyl)piperidine

There total 9 articles about 1-(Phenylsulfinyl)piperidine 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: 89.0%

piperidin-1-yl benzoate (5542-49-4) + tert-butyl 3-[(phenyl)sulfinyl]propanoate → 1-benzenesulfinyl piperidine (4972-31-0)

Guidance literature:

With [2,2]bipyridinyl; copper(l) iodide; lithium tert-butoxide; In toluene; at 10 ℃; for 5h; Inert atmosphere;

DOI:10.1002/adsc.201701510

Reference yield: 86.0%

piperidine (110-89-4) + benzenesulphinyl chloride (4972-29-6) → 1-benzenesulfinyl piperidine (4972-31-0)

Guidance literature:

With pyridine; In toluene; at 0 - 20 ℃;

DOI:10.1081/CAR-200066978

Reference yield: 86.0%

piperidine (110-89-4) + (tert-butylsulfinyl)benzene (62076-10-2,4170-71-2) → 1-benzenesulfinyl piperidine (4972-31-0)

Guidance literature:

(tert-butylsulfinyl)benzene; With N-Bromosuccinimide; acetic acid; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;

piperidine; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02743

upstream raw materials:

piperidine

benzenesulphinyl chloride

Benzenesulfinic acid

benzenesulfenyl chloride

Downstream raw materials:

C₄₀H₄₀O₆S₂

C₄₀H₄₀O₆S₂

2-((phenylthio)methyl)-2,3-dihydrobenzofuran

5-[(phenylsulfanyl)methyl]dihydrofuran-2(3H)-2-one

Refernces

• 1、 Han, Jianlin,Liu, Jiang,Mei, Haibo,Pajkert, Romana,R?schenthaler, Gerd-Volker. "A Selectfluor-promoted oxidative reaction of disulfides and amines: access to sulfinamides". supporting information. p. 3761 - 3766. Retrieved 2020/06/03.
• 2、 Wei, Juhong,Sun, Zhihua. "Tert-Butyl Sulfoxide as a Starting Point for the Synthesis of Sulfinyl Containing Compounds". supporting information. p. 5396 - 5399. Retrieved 2015/11/18.