(3aS,4R,5R,6S,7S,7aS)-5,6-dihydroxy-7-(3',4'-methylenedioxyphenyl)-4-phenylselanyl-3a,4,5,6,7,7a-hexahydroindolin-2-one

Base Information

Chemical Name:(3aS*,4R*,5R*,6S*,7S*,7aS*)-5,6-dihydroxy-7-(3',4'-methylenedioxyphenyl)-4-phenylselanyl-3a,4,5,6,7,7a-hexahydroindolin-2-one
CAS No.:136612-44-7
Molecular Formula:C₂₁H₂₁NO₅Se
Molecular Weight:446.361
Hs Code.:

Synonyms:(3aS*,4R*,5R*,6S*,7S*,7aS*)-5,6-dihydroxy-7-(3',4'-methylenedioxyphenyl)-4-phenylselanyl-3a,4,5,6,7,7a-hexahydroindolin-2-one

Suppliers and Price of (3aS*,4R*,5R*,6S*,7S*,7aS*)-5,6-dihydroxy-7-(3',4'-methylenedioxyphenyl)-4-phenylselanyl-3a,4,5,6,7,7a-hexahydroindolin-2-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3aS*,4R*,5R*,6S*,7S*,7aS*)-5,6-dihydroxy-7-(3',4'-methylenedioxyphenyl)-4-phenylselanyl-3a,4,5,6,7,7a-hexahydroindolin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3aS*,4R*,5R*,6S*,7S*,7aS*)-5,6-dihydroxy-7-(3',4'-methylenedioxyphenyl)-4-phenylselanyl-3a,4,5,6,7,7a-hexahydroindolin-2-one

There total 33 articles about (3aS*,4R*,5R*,6S*,7S*,7aS*)-5,6-dihydroxy-7-(3',4'-methylenedioxyphenyl)-4-phenylselanyl-3a,4,5,6,7,7a-hexahydroindolin-2-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%

: 1666-13-3
diphenyl diselenide

: 136612-57-2
(3aS*,4S*,5S*,6S*,7S*,7aR*)-4,5-epoxy-7-(3',4'-methylenedioxyphenyl)-2-oxo-3a,4,5,6,7,7a-hexahydroindolin-6-yl

: 136612-44-7
(3aS*,4R*,5R*,6S*,7S*,7aS*)-5,6-dihydroxy-7-(3',4'-methylenedioxyphenyl)-4-phenylselanyl-3a,4,5,6,7,7a-hexahydroindolin-2-one

Guidance literature:: With sodium tetrahydroborate; In ethanol; Heating;
DOI:10.1246/cl.1991.1365

Reference yield:

: 136612-45-8
(E)-hexa-3,5-dienyl-3',4'-methylenedioxycinnamate

: 136612-44-7
(3aS*,4R*,5R*,6S*,7S*,7aS*)-5,6-dihydroxy-7-(3',4'-methylenedioxyphenyl)-4-phenylselanyl-3a,4,5,6,7,7a-hexahydroindolin-2-one

Guidance literature:: Multi-step reaction with 15 steps

1: 86 percent / hydroquinone / 1,2-dichloro-benzene / 94 h / 235 °C

2: 97 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

3: 97.7 percent / AgNO₃, Celite 545, Na₂CO₃ / H₂O; benzene / 2 h / Heating

4: 1.) aq. K₂CO₃, 2.) I₂, aq. KI / 1.) reflux, 1h, 2.) r.t., 12.5 h

5: 87 percent / p-TsOH*H₂O / CH₂Cl₂ / 4 h / Ambient temperature

6: 98 percent / DBU / benzene / 20 h / Heating

7: 92 percent / p-TsOH*H₂O / CH₂Cl₂; methanol / 5 h / Ambient temperature

8: 63 percent / Jones reagent / acetone / 0.25 h / 0 °C

9: 78.6 percent / Et₃N, diphenylphosphoryl oxide / 4 h / Heating

10: 98 percent / TFA / CH₂Cl₂ / 1 h / Ambient temperature

11: 97.6 percent / NaOMe / methanol / 3 h / Ambient temperature

12: 98.2 percent / imidazole / dimethylformamide / 8 h / Ambient temperature

13: 84.8 percent / MCPBA / CH₂Cl₂ / 42 h / Ambient temperature

14: 1.) NaH, 2.) pyridine / 1.) THF, 40 deg C, 9.5 h, 2.) r.t., 16 h

15: 98.7 percent / NaBH₄ / ethanol / 0.25 h / Heating

With pyridine; 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; jones reagent; Celite; diphenylphosphoryl oxide; iodine; sodium methylate; sodium hydride; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; silver nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; hydroquinone; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; potassium iodide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1,2-dichloro-benzene; acetone; benzene;
DOI:10.1039/P19960000571

Reference yield:

: 136612-49-2
(3aS*,4S*,5R*,7S*,7aS*)-4-hydroxymethyl-7-iodo-5-(3',4'-methylenedioxyphenyl)-2,3,3a,4,5,6,7,7a-octahydrobenzofuran-2-one

: 136612-44-7
(3aS*,4R*,5R*,6S*,7S*,7aS*)-5,6-dihydroxy-7-(3',4'-methylenedioxyphenyl)-4-phenylselanyl-3a,4,5,6,7,7a-hexahydroindolin-2-one

Guidance literature:: Multi-step reaction with 11 steps

1: 87 percent / p-TsOH*H₂O / CH₂Cl₂ / 4 h / Ambient temperature

2: 98 percent / DBU / benzene / 20 h / Heating

3: 92 percent / p-TsOH*H₂O / CH₂Cl₂; methanol / 5 h / Ambient temperature

4: 63 percent / Jones reagent / acetone / 0.25 h / 0 °C

5: 78.6 percent / Et₃N, diphenylphosphoryl oxide / 4 h / Heating

6: 98 percent / TFA / CH₂Cl₂ / 1 h / Ambient temperature

7: 97.6 percent / NaOMe / methanol / 3 h / Ambient temperature

8: 98.2 percent / imidazole / dimethylformamide / 8 h / Ambient temperature

9: 84.8 percent / MCPBA / CH₂Cl₂ / 42 h / Ambient temperature

10: 1.) NaH, 2.) pyridine / 1.) THF, 40 deg C, 9.5 h, 2.) r.t., 16 h

11: 98.7 percent / NaBH₄ / ethanol / 0.25 h / Heating

With pyridine; 1H-imidazole; sodium tetrahydroborate; jones reagent; diphenylphosphoryl oxide; sodium methylate; sodium hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1039/P19960000571