(1R,2S)-2-Fluorocyclopropanamine 4-methylbenzenesulfonate

Base Information

• Chemical Name: (1R,2S)-2-Fluorocyclopropanamine 4-methylbenzenesulfonate
• CAS No.: 143062-84-4
• Molecular Formula: C7H8O3S^.C3H6FN
• Molecular Weight: 247.29
• Hs Code.: 2942000000
• European Community (EC) Number: 802-120-6,839-285-9
• DSSTox Substance ID: DTXSID00693592
• Mol file: 143062-84-4.mol

Synonyms:143062-84-4;(1R,2S)-2-Fluorocyclopropanamine 4-methylbenzenesulfonate;(1R,2S)-2-Fluorocyclopropylamine tosylate;(1R,2S)-FLUOROCYCLOPROPYLAMINE TOSYLATE;143062-73-1;(1R,2S)-2-fluorocyclopropan-1-amine;4-methylbenzene-1-sulfonic acid;(1r,2s)-2-fluorocyclopropylamine p-toluenesulfonic acid salt;Cyclopropanamine, 2-fluoro-, cis-, 4-methylbenzenesulfonate;4-methylbenzenesulfonic acid;MFCD01861147;(1R,2S)-FLUOROCYCLOPROPYLAMINETOSYLATE;(cis)-2-fluorocyclopropanamine 4-methylbenzenesulfonate;SCHEMBL1477176;(1R,2S)-2-Fluorocyclopropanamine4-methylbenzenesulfonate;DTXSID00693592;XUWZMHVPMZXIRU-LMLSDSMGSA-N;CS3396;AKOS015854141;AKOS016004123;AM85581;CS-W005880;DS-3733;AC-22722;AC-23953;EN300-1721647;EN300-7396647;cis-2-Fluorocyclopropanamine-4-methylbenzenesulfonate;cis-2-Fluorocyclopropanamine4-methylbenzenesulfonate;Z2306780869;(1R, 2S)-2-fluoro-1-cyclopropylamine p-toluene sulfonate;(1R, 2S)-2-Fluorocyclopropylamine 4-methylbenzenesulfonate;(1R,2S)-2-Fluorocyclopropan-1-amine 4-methylbenzenesulfonate;(1R,2S)-2-fluorocyclopropanaminium 4-methylbenzenesulphonate;2-(s)-fluoro-1-(r)-cyclopropylamine p-toluenesulfonic acid salt;(1R,2S)-2-fluorocyclopropan-1-amine 4-methylbenzene-1-sulfonic acid;rac-(1R,2S)-2-fluorocyclopropan-1-amine;4-Methylbenzene-1-sulfonic acid--(1R,2S)-2-fluorocyclopropan-1-amine (1/1)

Chemical Property of (1R,2S)-2-Fluorocyclopropanamine 4-methylbenzenesulfonate

Chemical Property:

• Boiling Point: 418.2 °C at 760 mmHg
• Flash Point: 206.7 °C
• PSA: 88.77000
• LogP: 3.07830
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 247.06784264
• Heavy Atom Count: 16
• Complexity: 253

Purity/Quality:

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

(1R,2S)-2-Fluorocyclopropylamine tosylate 98% ^*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)O.C1C(C1F)N
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)O.C1[C@H]([C@H]1F)N

Technology Process of (1R,2S)-2-Fluorocyclopropanamine 4-methylbenzenesulfonate

There total 11 articles about (1R,2S)-2-Fluorocyclopropanamine 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: 90.0%

toluene-4-sulfonic acid (104-15-4) + (4R,5S)-3-((1R,2S)-2-Fluoro-cyclopropyl)-4,5-diphenyl-oxazolidin-2-one (142977-51-3) → (1R,2S)-2-fluorocyclopropylamine p-toluenesulfonic acid salt (143062-84-4,185225-84-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; under 2206.5 Torr; 1.) AcOH, 2.) MeOH;

DOI:10.1016/S0040-4039(00)92670-4

Reference yield: 87.0%

toluene-4-sulfonic acid (104-15-4) + benzyl N-<(1R*,2S*)-2-fluorocyclopropyl>carbamate → (1R*,2S*)-2-fluorocyclopropylammonium p-toluenesulfonate (143062-73-1,143062-84-4,151200-30-5,185225-84-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 1.5h; under 760 Torr; Ambient temperature;

DOI:10.1016/S0040-4020(01)89665-4

Reference yield: 83.0%

toluene-4-sulfonic acid (104-15-4) + benzyl N-diphenylmethyl-N-<(1R*,2S*)-2-fluorocyclopropyl>carbamate (142977-41-1,142977-45-5,148254-39-1) → (1R*,2S*)-2-fluorocyclopropylammonium p-toluenesulfonate (143062-73-1,143062-84-4,151200-30-5,185225-84-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 11h; under 760 Torr;

DOI:10.1016/S0040-4020(01)89665-4

upstream raw materials:

toluene-4-sulfonic acid

(4R,5S)-3-((1R,2S)-2-Fluoro-cyclopropyl)-4,5-diphenyl-oxazolidin-2-one

(R)-3-((1R,2S)-2-Fluoro-cyclopropyl)-4,5,5-triphenyl-oxazolidin-2-one

tert-butyl N-<(1R,2S)-2-fluorocyclopropyl>carbamate

Downstream raw materials:

(-)-cis-2-fluorocyclopropylamine hydrochloride

Refernces

• 1、 Shibue, Taku,Fukuda, Yasumichi. "Stereoselective synthesis of cis -2-fluorocyclopropanecarboxylic acid". . p. 7226 - 7231. Retrieved 2014/08/18.
• 2、 Akiba, Toshifumi,Tamura, Osamu,Hashimoto, Masaru,Kobayashi, Yuko,Katoh, Tadashi,et al.. "Synthetic Studies on the Key Component of the New Generation of Quinolonecarboxylic Acid, DU-6859. 2. Asymmetric Synthesis of (1R,2S)-2-Fluorocyclopropylamine". . p. 3905 - 3914. Retrieved 2007/10/02.