(2S,2'S,3R,4aS,4bS,8aS,9R,9aR)-9-(4-methoxyphenyl)-8a-methyl-4,4a,4b,5,6,7,8,8a,9,9a-decahydrospiro(1H-2,3-epoxy-4b,9-etheno-4H-fluorene-4,2'-4'-methyl-isoxazoline)-1-one

Base Information

• Chemical Name: (2S,2'S,3R,4aS,4bS,8aS,9R,9aR)-9-(4-methoxyphenyl)-8a-methyl-4,4a,4b,5,6,7,8,8a,9,9a-decahydrospiro(1H-2,3-epoxy-4b,9-etheno-4H-fluorene-4,2'-4'-methyl-isoxazoline)-1-one
• CAS No.: 210887-49-3
• Molecular Formula: C₂₆H₂₉NO₄
• Molecular Weight: 419.521
• Mol file: 210887-49-3.mol

Synonyms:(2S,2'S,3R,4aS,4bS,8aS,9R,9aR)-9-(4-methoxyphenyl)-8a-methyl-4,4a,4b,5,6,7,8,8a,9,9a-decahydrospiro(1H-2,3-epoxy-4b,9-etheno-4H-fluorene-4,2'-4'-methyl-isoxazoline)-1-one

Chemical Property of (2S,2'S,3R,4aS,4bS,8aS,9R,9aR)-9-(4-methoxyphenyl)-8a-methyl-4,4a,4b,5,6,7,8,8a,9,9a-decahydrospiro(1H-2,3-epoxy-4b,9-etheno-4H-fluorene-4,2'-4'-methyl-isoxazoline)-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,2'S,3R,4aS,4bS,8aS,9R,9aR)-9-(4-methoxyphenyl)-8a-methyl-4,4a,4b,5,6,7,8,8a,9,9a-decahydrospiro(1H-2,3-epoxy-4b,9-etheno-4H-fluorene-4,2'-4'-methyl-isoxazoline)-1-one

There total 5 articles about (2S,2'S,3R,4aS,4bS,8aS,9R,9aR)-9-(4-methoxyphenyl)-8a-methyl-4,4a,4b,5,6,7,8,8a,9,9a-decahydrospiro(1H-2,3-epoxy-4b,9-etheno-4H-fluorene-4,2'-4'-methyl-isoxazoline)-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: 96.0%

(2'S,4aS,4bS,8aS,9R,9aR)-9-(4-methoxyphenyl)-8a-methyl-4,4a,4b,5,6,7,8,8a,9,9a-decahydrospiro(1H-4b,9-etheno-4H-fluorene-4,2'-4'-methyl-isoxazoline)-1-one (210887-48-2) → (2S,2'S,3R,4aS,4bS,8aS,9R,9aR)-9-(4-methoxyphenyl)-8a-methyl-4,4a,4b,5,6,7,8,8a,9,9a-decahydrospiro(1H-2,3-epoxy-4b,9-etheno-4H-fluorene-4,2'-4'-methyl-isoxazoline)-1-one (210887-49-3)

Guidance literature:

With potassium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1016/S0040-4020(98)00158-6

Reference yield:

(S)-3-(4-Methoxy-phenyl)-3a-methyl-4,5,6,7-tetrahydro-3aH-indene (160695-09-0) → (2S,2'S,3R,4aS,4bS,8aS,9R,9aR)-9-(4-methoxyphenyl)-8a-methyl-4,4a,4b,5,6,7,8,8a,9,9a-decahydrospiro(1H-2,3-epoxy-4b,9-etheno-4H-fluorene-4,2'-4'-methyl-isoxazoline)-1-one (210887-49-3)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / 504 h / 4875390 Torr

2: H₂O₂; KOH

With potassium hydroxide; dihydrogen peroxide; In dichloromethane; 1: Diels-Alder cycloaddition / 2: Epoxidation;

Reference yield:

(2'S,4aS,4bS,8aS,9R,9aR)-9-(4-methoxyphenyl)-8a-methyl-4,4a,4b,5,6,7,8,8a,9,9a-decahydrospiro(1H-4b,9-etheno-4H-fluorene-4,2'-4'-carboxylic acid methyl ester-isoxazoline)-1-one (210887-73-3) → (2S,2'S,3R,4aS,4bS,8aS,9R,9aR)-9-(4-methoxyphenyl)-8a-methyl-4,4a,4b,5,6,7,8,8a,9,9a-decahydrospiro(1H-2,3-epoxy-4b,9-etheno-4H-fluorene-4,2'-4'-methyl-isoxazoline)-1-one (210887-49-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 89 percent / RuCl₃*xH₂O, NaIO₄ / ethyl acetate; acetonitrile; H₂O / 0.08 h / 0 °C

2: 90 percent / p-TsOH / acetonitrile / 12 h / Heating

3: 2 h / 300 °C / 2*10^-2 mbar

4: 88 percent / CH₂Cl₂ / 504 h / 4875390 Torr

5: 96 percent / aq. H₂O₂, aq. KOH / tetrahydrofuran / 2 h / 0 °C

With ruthenium trichloride; potassium hydroxide; sodium periodate; dihydrogen peroxide; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetonitrile;

DOI:10.1016/S0040-4020(98)00158-6

upstream raw materials:

(2'S,4aS,4bS,8aS,9R,9aR)-9-(4-methoxyphenyl)-8a-methyl-4,4a,4b,5,6,7,8,8a,9,9a-decahydrospiro(1H-4b,9-etheno-4H-fluorene-4,2'-4'-methyl-isoxazoline)-1-one

(S)-3-(4-Methoxy-phenyl)-3a-methyl-4,5,6,7-tetrahydro-3aH-indene

(2'S,4aS,4bS,8aS,9R,9aR)-9-(4-methoxyphenyl)-8a-methyl-4,4a,4b,5,6,7,8,8a,9,9a-decahydrospiro(1H-4b,9-etheno-4H-fluorene-4,2'-4'-carboxylic acid methyl ester-isoxazoline)-1-one

(2S,2'S,3R,4aS,4bS,8aS,9R,9aR)-9-(4-methoxyphenyl)-8a-methyl-dodecahydrospiro(1H-2,3-dihydroxy-4b,9-etheno-4H-fluorene-4,2'-4'-carboxylic acid methyl ester-isoxazoline)-1-one