(2R,3'S)-3'-(4-fluorophenyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-oxiran]-1-one

Base Information

Chemical Name:(2R,3'S)-3'-(4-fluorophenyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-oxiran]-1-one
CAS No.:1392504-39-0
Molecular Formula:C₁₇H₁₃FO₂
Molecular Weight:268.287
Hs Code.:

Synonyms:(2R,3'S)-3'-(4-fluorophenyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-oxiran]-1-one

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Chemical Property of (2R,3'S)-3'-(4-fluorophenyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-oxiran]-1-one

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Technology Process of (2R,3'S)-3'-(4-fluorophenyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-oxiran]-1-one

There total 3 articles about (2R,3'S)-3'-(4-fluorophenyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-oxiran]-1-one 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: 99.0%

: 59082-25-6,59082-37-0,66045-89-4
2-(4-fluorobenzylidene)-3,4-dihydronaphthalen-1(2H)-one

: 1392504-39-0
(2R,3'S)-3'-(4-fluorophenyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-oxiran]-1-one

Guidance literature:: With C₂₈H₃₄F₆FeN₆O₆S₂; dihydrogen peroxide; acetic acid; In acetonitrile; at -20 ℃; for 2h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1002/chem.201200992

Reference yield: 38.0%

: 59082-25-6,59082-37-0,66045-89-4
2-(4-fluorobenzylidene)-3,4-dihydronaphthalen-1(2H)-one

: 1392504-39-0
(2R,3'S)-3'-(4-fluorophenyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-oxiran]-1-one

: (2S,3'R)-3'-(4-fluorophenyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-oxiran]-1-one

Guidance literature:: 2-(4-fluorobenzylidene)-3,4-dihydronaphthalen-1(2H)-one; With tris(bis(trimethylsilyl)amido)lanthanum(III); (S,S)-N,N'-di(3,5-dimethylsalicylidene)-1,2-cyclohexanediamine; In acetonitrile; for 0.5h; Inert atmosphere;

With tert.-butylhydroperoxide; In acetonitrile; at -20 ℃; for 10h; Overall yield = 38 %; enantioselective reaction; Inert atmosphere;
DOI:10.1039/c9ra01529a

Reference yield:

: 59082-37-0,66045-89-4,59082-25-6
2-[(4-fluorophenyl)methylidene]-1,2,3,4-tetrahydronaphthalen-1-one

: 1392504-39-0
(2R,3'S)-3'-(4-fluorophenyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-oxiran]-1-one

Guidance literature:: With 2-Ethylhexanoic acid; C₂₆H₃₆F₆FeN₆O₆S₂; dihydrogen peroxide; In acetonitrile; at -30 ℃; for 1h; enantioselective reaction;
DOI:10.1021/ja4078446