(R)-4'-benzoyl-3,4-dihydro-1'H,5H-spiro[furan-2,2'-naphthalene]-1',5-dione

Base Information

Chemical Name:(R)-4'-benzoyl-3,4-dihydro-1'H,5H-spiro[furan-2,2'-naphthalene]-1',5-dione
CAS No.:1226896-59-8
Molecular Formula:C₂₀H₁₄O₄
Molecular Weight:318.329
Hs Code.:

Synonyms:(R)-4'-benzoyl-3,4-dihydro-1'H,5H-spiro[furan-2,2'-naphthalene]-1',5-dione

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Chemical Property of (R)-4'-benzoyl-3,4-dihydro-1'H,5H-spiro[furan-2,2'-naphthalene]-1',5-dione

Chemical Property:

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Technology Process of (R)-4'-benzoyl-3,4-dihydro-1'H,5H-spiro[furan-2,2'-naphthalene]-1',5-dione

There total 3 articles about (R)-4'-benzoyl-3,4-dihydro-1'H,5H-spiro[furan-2,2'-naphthalene]-1',5-dione 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:

: 1226896-50-9
3-(4-benzoyl-1-hydroxynaphthalen-2-yl)propanoic acid

: 1226896-59-8
(R)-4'-benzoyl-3,4-dihydro-1'H,5H-spiro[furan-2,2'-naphthalene]-1',5-dione

: (S)-4'-benzoyl-3,4-dihydro-1'H,5H-spiro[furan-2,2'-naphthalene]-1',5-dione

Guidance literature:: With (2R,2'R)-2,2'-([2-iodo-1,3-phenylene]bis(oxy))bis(N-mesitylpropanamide); 3-chloro-benzenecarboperoxoic acid; In nitromethane; chloroform; at 0 ℃; for 16h; optical yield given as %ee; enantioselective reaction;
DOI:10.1002/anie.200907352

Reference yield:

: 24776-44-1
4-benzoyl-1-naphthol

: 1226896-59-8
(R)-4'-benzoyl-3,4-dihydro-1'H,5H-spiro[furan-2,2'-naphthalene]-1',5-dione

: (S)-4'-benzoyl-3,4-dihydro-1'H,5H-spiro[furan-2,2'-naphthalene]-1',5-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: Trimethylacetic acid / toluene / 24 h / Reflux

2.1: hydrogenchloride / water; diethyl ether / 18 h / 20 °C

2.2: 18 h / 20 °C

3.1: (R)-1-benzyl-4-{(2-iodophenyl)[(triisopropylsilyl)oxy]-methyl}-1H-1,2,3-triazole; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 55 h / -20 °C

With hydrogenchloride; (R)-1-benzyl-4-{(2-iodophenyl)[(triisopropylsilyl)oxy]-methyl}-1H-1,2,3-triazole; 3-chloro-benzenecarboperoxoic acid; Trimethylacetic acid; In diethyl ether; dichloromethane; water; toluene;
DOI:10.1002/adsc.201700246

Reference yield:

: C₂₄H₂₄O₄

: 1226896-59-8
(R)-4'-benzoyl-3,4-dihydro-1'H,5H-spiro[furan-2,2'-naphthalene]-1',5-dione

: (S)-4'-benzoyl-3,4-dihydro-1'H,5H-spiro[furan-2,2'-naphthalene]-1',5-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogenchloride / water; diethyl ether / 18 h / 20 °C

1.2: 18 h / 20 °C

2.1: (R)-1-benzyl-4-{(2-iodophenyl)[(triisopropylsilyl)oxy]-methyl}-1H-1,2,3-triazole; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 55 h / -20 °C

With hydrogenchloride; (R)-1-benzyl-4-{(2-iodophenyl)[(triisopropylsilyl)oxy]-methyl}-1H-1,2,3-triazole; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; water;
DOI:10.1002/adsc.201700246