(-)-(1R,3S,5S,6S,7S,9S)-3α,9α-di(p-benzenesulfoxyphen)ethyl-5α-(E)-(pbenzenesulfoxyphen)ethynyl-7α-(p-benzenesulfoxy)phenyl-2,8-dioxabicyclo[4.4.0]decane

Base Information

Chemical Name:(-)-(1R,3S,5S,6S,7S,9S)-3α,9α-di(p-benzenesulfoxyphen)ethyl-5α-(E)-(pbenzenesulfoxyphen)ethynyl-7α-(p-benzenesulfoxy)phenyl-2,8-dioxabicyclo[4.4.0]decane
CAS No.:1429416-57-8
Molecular Formula:C₅₇H₅₄O₁₂S₃
Molecular Weight:1027.25
Hs Code.:

(-)-(1R,3S,5S,6S,7S,9S)-3α,9α-di(p-benzenesulfoxyphen)ethyl-5α-(E)-(pbenzenesulfoxyphen)ethynyl-7α-(p-benzenesulfoxy)phenyl-2,8-dioxabicyclo[4.4.0]decane

Synonyms:(-)-(1R,3S,5S,6S,7S,9S)-3α,9α-di(p-benzenesulfoxyphen)ethyl-5α-(E)-(pbenzenesulfoxyphen)ethynyl-7α-(p-benzenesulfoxy)phenyl-2,8-dioxabicyclo[4.4.0]decane

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Chemical Property of (-)-(1R,3S,5S,6S,7S,9S)-3α,9α-di(p-benzenesulfoxyphen)ethyl-5α-(E)-(pbenzenesulfoxyphen)ethynyl-7α-(p-benzenesulfoxy)phenyl-2,8-dioxabicyclo[4.4.0]decane

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Technology Process of (-)-(1R,3S,5S,6S,7S,9S)-3α,9α-di(p-benzenesulfoxyphen)ethyl-5α-(E)-(pbenzenesulfoxyphen)ethynyl-7α-(p-benzenesulfoxy)phenyl-2,8-dioxabicyclo[4.4.0]decane

There total 4 articles about (-)-(1R,3S,5S,6S,7S,9S)-3α,9α-di(p-benzenesulfoxyphen)ethyl-5α-(E)-(pbenzenesulfoxyphen)ethynyl-7α-(p-benzenesulfoxy)phenyl-2,8-dioxabicyclo[4.4.0]decane 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: 76.0%

: C₅₇H₅₄O₁₃S₃

: 1429416-57-8
(-)-(1R,3S,5S,6S,7S,9S)-3α,9α-di(p-benzenesulfoxyphen)ethyl-5α-(E)-(pbenzenesulfoxyphen)ethynyl-7α-(p-benzenesulfoxy)phenyl-2,8-dioxabicyclo[4.4.0]decane

Guidance literature:: With triethylsilane; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/ol400736w

Reference yield:

: 1429416-54-5
(3S,6E,1'E)-5-(4’-benzenesulfoxyphenyl)ethenyl-5-(tert-butyldimethyl)silyloxy-1,7-di(4’-(benzenesulfoxy))phenylhept-6-ene

: 1429416-57-8
(-)-(1R,3S,5S,6S,7S,9S)-3α,9α-di(p-benzenesulfoxyphen)ethyl-5α-(E)-(pbenzenesulfoxyphen)ethynyl-7α-(p-benzenesulfoxy)phenyl-2,8-dioxabicyclo[4.4.0]decane

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride; ethanol / acetone / 19 h

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1.5 h / -30 °C / Inert atmosphere

3: magnesium; iodine / tetrahydrofuran / 4 h / 0 - 20 °C

4: trimethylsilyl trifluoromethanesulfonate; triethylsilane / dichloromethane / 1 h / -78 °C

With hydrogenchloride; triethylsilane; ethanol; trimethylsilyl trifluoromethanesulfonate; iodine; magnesium; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/ol400736w

Reference yield:

: 1429416-55-6
(3S,6E,1’E)-5-(4’-benzenesulfoxyphenyl)ethenyl-1,7-di(4’-(benzenesulfoxyphenyl))hept-6-en-3-ol

: 1429416-57-8
(-)-(1R,3S,5S,6S,7S,9S)-3α,9α-di(p-benzenesulfoxyphen)ethyl-5α-(E)-(pbenzenesulfoxyphen)ethynyl-7α-(p-benzenesulfoxy)phenyl-2,8-dioxabicyclo[4.4.0]decane

Guidance literature:: Multi-step reaction with 3 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1.5 h / -30 °C / Inert atmosphere

2: magnesium; iodine / tetrahydrofuran / 4 h / 0 - 20 °C

3: trimethylsilyl trifluoromethanesulfonate; triethylsilane / dichloromethane / 1 h / -78 °C

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; iodine; magnesium; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol400736w