3-Fluoropropyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: 3-Fluoropropyl 4-methylbenzenesulfonate
• CAS No.: 312-68-5
• Molecular Formula: C10H13 F O3 S
• Molecular Weight: 232.276
• Hs Code.: 2905590090
• European Community (EC) Number: 695-356-2
• DSSTox Substance ID: DTXSID40422868
• Nikkaji Number: J1.092.258E
• Wikidata: Q82234931
• Mol file: 312-68-5.mol

Synonyms:3-fluoropropyl 4-methylbenzenesulfonate;312-68-5;3-Fluoropropyl p-toluenesulfonate;3-Fluoro-1-propanol 1-tosylate;3-Fluoropropyl p-toluenesulphonate;3-FLUOROPROPYL TOSYLATE;C10H13FO3S;fluoropropyl tosylate;1-Propanol, 3-fluoro-, 1-(4-methylbenzenesulfonate);3-fluoropropyltosylate;SCHEMBL57036;NIOSH/DB7151500;DTXSID40422868;PYCKJIAEKJWSKM-UHFFFAOYSA-N;AM897;MFCD01658062;3-fluoropropyl4-methylbenzenesulfonate;AKOS016006115;AS-10212;LS-32011;3-fluoropropyl 4-methylbenzene-1-sulfonate;CS-0153014;DB71515000;toluene-4-sulfonic acid 3-fluoro-propyl ester;D94952;4-Methylbenzenesulfonic acid 3-fluoropropyl ester;EN300-7398884;A852427;Benzenesulfonic acid, 4-methyl-, 3-fluoropropyl ester

Chemical Property of 3-Fluoropropyl 4-methylbenzenesulfonate

Chemical Property:

• Boiling Point: 160 °C(Press: 2 Torr)
• PSA: 51.75000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 3.14070
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 232.05694361
• Heavy Atom Count: 15
• Complexity: 263

Purity/Quality:

98%min ^*data from raw suppliers

3-FluoropropylTosylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCCCF
• Uses: 3-Fluoropropyl Tosylate is the tosyl protected form of 3-Fluoropropan-1-ol (F598605); a reagent used to synthesize fluorinated amino acids (e.g. DL-erythro-4-Fluoroglutamine [F591630]) and labelled N-desmethyl-loperamide analogues which have potential use as imaging radiotracers.

Technology Process of 3-Fluoropropyl 4-methylbenzenesulfonate

There total 4 articles about 3-Fluoropropyl 4-methylbenzenesulfonate 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: 100.0%

3-fluoropropane-1-ol (462-43-1) + p-toluenesulfonyl chloride (98-59-9) → 3-fluoropropyl tosylate (312-68-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jm00090a012

Reference yield: 60.0%

toluene-4-sulfonic acid 3-hydroxy-propyl ester (81842-71-9) → 3-fluoropropyl tosylate (312-68-5)

Guidance literature:

With (bis-(2-methoxyethyl)amino)sulfur trufluoride; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jm100639f

Reference yield: 50.0%

propane-1,3-diol ditosylate (5469-66-9) → 3-fluoropropyl tosylate (312-68-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In acetonitrile; Reflux;

DOI:10.1021/jm500700y

upstream raw materials:

3-fluoropropane-1-ol

p-toluenesulfonyl chloride

propane-1,3-diol ditosylate

toluene-4-sulfonic acid 3-hydroxy-propyl ester

Downstream raw materials:

1-[3-(3-fluoropropylamino)-phenyl]-ethanone

(S)-N-tert-butoxycarbonyl-2-[(S)-α-(2-(3-fluoropropoxy)phenylsulfanyl)benzyl]morpholine

N-((benzofuran-2-yl)methyl)-N'-(2'-(3''-fluoropropoxy)benzyl)piperazine

N-((benzofuran-2-yl)methyl)-N'-(3'-(3''-fluoropropoxy)benzyl)piperazine

Refernces

• 1、 Stéen, E. Johanna L.,Shalgunov, Vladimir,Denk, Christoph,Mikula, Hannes,Kj?r, Andreas,Kristensen, Jesper L.,Herth, Matthias M.. "Convenient Entry to 18F-Labeled Amines through the Staudinger Reduction". supporting information. p. 1722 - 1725. Retrieved 2019/01/30.
• 2、 Pees,Sewing,Vosjan,Tadino,Herscheid,Windhorst,Vugts. "Fast and reliable generation of [18F]triflyl fluoride, a gaseous [18F]fluoride source". supporting information. p. 10179 - 10182. Retrieved 2018/09/13.