(4aS,4a1R,5S,7aR)-4a1-(2-(N,4-dimethylphenylsulfonamido)ethyl)-5-hydroxy-4a,4a1,5,6,7,7a-hexahydrophenanthro[4,5-bcd]furan-3-yl 4-methylbenzenesulfonate

Base Information

Chemical Name:(4aS,4a1R,5S,7aR)-4a1-(2-(N,4-dimethylphenylsulfonamido)ethyl)-5-hydroxy-4a,4a1,5,6,7,7a-hexahydrophenanthro[4,5-bcd]furan-3-yl 4-methylbenzenesulfonate
CAS No.:1622096-27-8
Molecular Formula:C₃₁H₃₃NO₇S₂
Molecular Weight:595.738
Hs Code.:

(4aS,4a1R,5S,7aR)-4a1-(2-(N,4-dimethylphenylsulfonamido)ethyl)-5-hydroxy-4a,4a1,5,6,7,7a-hexahydrophenanthro[4,5-bcd]furan-3-yl 4-methylbenzenesulfonate

Synonyms:(4aS,4a1R,5S,7aR)-4a1-(2-(N,4-dimethylphenylsulfonamido)ethyl)-5-hydroxy-4a,4a1,5,6,7,7a-hexahydrophenanthro[4,5-bcd]furan-3-yl 4-methylbenzenesulfonate

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Chemical Property of (4aS,4a1R,5S,7aR)-4a1-(2-(N,4-dimethylphenylsulfonamido)ethyl)-5-hydroxy-4a,4a1,5,6,7,7a-hexahydrophenanthro[4,5-bcd]furan-3-yl 4-methylbenzenesulfonate

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Technology Process of (4aS,4a1R,5S,7aR)-4a1-(2-(N,4-dimethylphenylsulfonamido)ethyl)-5-hydroxy-4a,4a1,5,6,7,7a-hexahydrophenanthro[4,5-bcd]furan-3-yl 4-methylbenzenesulfonate

There total 5 articles about (4aS,4a1R,5S,7aR)-4a1-(2-(N,4-dimethylphenylsulfonamido)ethyl)-5-hydroxy-4a,4a1,5,6,7,7a-hexahydrophenanthro[4,5-bcd]furan-3-yl 4-methylbenzenesulfonate 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: 86.0%

: 1622096-26-7
(4aS,4a1R,5S,7aR)-5-((tert-butyldimethylsilyl)oxy)-4a1-(2-(N,4-dimethylphenylsulfonamido)ethyl)-4a,4a1,5,6,7,7a-hexahydro phenanthro[4,5-bcd]furan-3-yl 4-methylbenzenesulfonate

: 1622096-27-8
(4aS,4a1R,5S,7aR)-4a1-(2-(N,4-dimethylphenylsulfonamido)ethyl)-5-hydroxy-4a,4a1,5,6,7,7a-hexahydrophenanthro[4,5-bcd]furan-3-yl 4-methylbenzenesulfonate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 6h;
DOI:10.1002/anie.201400286

Reference yield:

: 1622096-25-6
tert-butyl (2-((5S,6S)-5-((tert-butyldimethylsilyl)oxy)-6-(2-hydroxy-5-vinylphenoxy)cyclohex-1-en-1-yl)ethyl)(methyl)carbamate

: 1622096-27-8
(4aS,4a1R,5S,7aR)-4a1-(2-(N,4-dimethylphenylsulfonamido)ethyl)-5-hydroxy-4a,4a1,5,6,7,7a-hexahydrophenanthro[4,5-bcd]furan-3-yl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: 1,2-dichloro-ethane / 4 h / Reflux

2: trifluoroacetic acid / dichloromethane / 0.17 h / 0 °C / Cooling with ice

3: triethylamine / dichloromethane / 10 h / 0 - 20 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C

With tetrabutyl ammonium fluoride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1002/anie.201400286

Reference yield:

: 1622096-22-3
(4aS,4a1R,5S,7aR)-4a1-(2-((tert-butoxycarbonyl)(methyl)amino)ethyl)-5-((tert-butyldimethylsilyl)oxy)-3-oxo-3,3a,3a1,4a,4a1,5,6,7,7a,8-decahydrophenanthro[4,5-bcd]furan-3a-yl acetate

: 1622096-27-8
(4aS,4a1R,5S,7aR)-4a1-(2-(N,4-dimethylphenylsulfonamido)ethyl)-5-hydroxy-4a,4a1,5,6,7,7a-hexahydrophenanthro[4,5-bcd]furan-3-yl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane / 0.17 h / 0 °C / Cooling with ice

2: triethylamine / dichloromethane / 10 h / 0 - 20 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C

With tetrabutyl ammonium fluoride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.201400286