8-Oxo-5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate

Base Information

• Chemical Name: 8-Oxo-5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate
• CAS No.: 144464-65-3
• Molecular Formula: C11H9F3O4S
• Molecular Weight: 294.251
• DSSTox Substance ID: DTXSID401151549
• Mol file: 144464-65-3.mol

Synonyms:8-oxo-5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate;SCHEMBL1513290;DTXSID401151549;7-Trifluoromethanesulfonyloxy-3,4-dihydro-1(2H)-naphthalenone;5,6,7,8-Tetrahydro-8-oxo-2-naphthalenyl 1,1,1-trifluoromethanesulfonate;144464-65-3

Chemical Property of 8-Oxo-5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate

Chemical Property:

• PSA: 68.82000
• LogP: 3.51480
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 294.01736442
• Heavy Atom Count: 19
• Complexity: 452

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=C(C=C2)OS(=O)(=O)C(F)(F)F)C(=O)C1

Technology Process of 8-Oxo-5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate

There total 2 articles about 8-Oxo-5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate 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: 98.0%

trifluoromethylsulfonic anhydride (358-23-6) + 7-hydroxy-1-tetralone (22009-38-7) → 7-Trifluoromethanesulphonyloxy-1,2,3,4-tetrahydronaphthalen-1-one (144464-65-3)

Guidance literature:

With 2,6-dimethylpyridine; dmap; In dichloromethane;

DOI:10.1016/j.bmcl.2009.08.081

Reference yield: 85.0%

7-hydroxy-1-tetralone (22009-38-7) → 7-Trifluoromethanesulphonyloxy-1,2,3,4-tetrahydronaphthalen-1-one (144464-65-3)

Guidance literature:

With pyridine; sodium chloride; trifluoromethanesulfonic acid anhydride; In dichloromethane; water;

Reference yield: 86.0%

7-Trifluoromethanesulphonyloxy-1,2,3,4-tetrahydronaphthalen-1-one (144464-65-3) + phenylboronic acid (98-80-6) → 7-phenyl-3,4-dihydronaphthalen-1(2H)-one (41526-73-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; toluene; Heating;

DOI:10.1021/jm9906264

upstream raw materials:

trifluoromethylsulfonic anhydride

7-hydroxy-1-tetralone

Downstream raw materials:

methyl 8-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylate

8-Oxo-5,6,7,8-tetrahydro-naphthalene-2-carboxylic acid pentafluorophenyl ester

7-[3-(benzyloxycarbonyl)-3,3-dimethyl-1-propynyl]-1,2,3,4-tetrahydronaphthalen-1-one

7-(4-methylphenyl)-3,4-dihydronaphthalen-1(2H)-one

Refernces

• 1、 Tsukada, Tomoharu,Takahashi, Mizuki,Takemoto, Toshiyasu,Kanno, Osamu,Yamane, Takahiro,Kawamura, Sayako,Nishi, Takahide. "Synthesis, SAR, and X-ray structure of tricyclic compounds as potent FBPase inhibitors". scheme or table. p. 5909 - 5912. Retrieved 2010/04/30.
• 2、 -. "AMINO ACID DERIVATIVE". . . Retrieved 2008/06/13.