(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

Base Information

Chemical Name:(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
CAS No.:1622096-26-7
Molecular Formula:C₃₇H₄₇NO₇S₂Si
Molecular Weight:710
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 6 articles about (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 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:

: C₂₃H₃₅NO₃Si

: 98-59-9
p-toluenesulfonyl chloride

: 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

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 10h;
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

: 1622096-26-7
(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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 1622096-24-5
tert-butyl (2-((5S,6S)-5-((tert-butyldimethylsilyl)oxy)-6-(2-(methoxy-methoxy)-5-vinylphenoxy)cyclohex-1-en-1-yl)ethyl)(methyl)carbamate

: 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

Guidance literature:: Multi-step reaction with 4 steps

1: zinc dibromide; 1-dodecylthiol / dichloromethane / 0.17 h / 0 °C

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

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

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

With triethylamine; trifluoroacetic acid; zinc dibromide; 1-dodecylthiol; In dichloromethane; 1,2-dichloro-ethane;
DOI:10.1002/anie.201400286