(4aS,6S,8aR)-6-(4-Chloro-benzenesulfonyl)-6-(2,5-difluoro-phenyl)-3-eth-(E)-ylidene-octahydro-isothiochromene 2,2-dioxide

Base Information

Chemical Name:(4aS,6S,8aR)-6-(4-Chloro-benzenesulfonyl)-6-(2,5-difluoro-phenyl)-3-eth-(E)-ylidene-octahydro-isothiochromene 2,2-dioxide
CAS No.:894853-86-2
Molecular Formula:C₂₃H₂₃ClF₂O₄S₂
Molecular Weight:501.015
Hs Code.:

Synonyms:(4aS,6S,8aR)-6-(4-Chloro-benzenesulfonyl)-6-(2,5-difluoro-phenyl)-3-eth-(E)-ylidene-octahydro-isothiochromene 2,2-dioxide

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

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Chemical Property of (4aS,6S,8aR)-6-(4-Chloro-benzenesulfonyl)-6-(2,5-difluoro-phenyl)-3-eth-(E)-ylidene-octahydro-isothiochromene 2,2-dioxide

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Technology Process of (4aS,6S,8aR)-6-(4-Chloro-benzenesulfonyl)-6-(2,5-difluoro-phenyl)-3-eth-(E)-ylidene-octahydro-isothiochromene 2,2-dioxide

There total 8 articles about (4aS,6S,8aR)-6-(4-Chloro-benzenesulfonyl)-6-(2,5-difluoro-phenyl)-3-eth-(E)-ylidene-octahydro-isothiochromene 2,2-dioxide 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: 90.0%

: 894853-85-1
[(4aR,6S,8aR)-6-(4-Chloro-benzenesulfonyl)-6-(2,5-difluoro-phenyl)-2,2-dioxo-decahydro-2λ⁶-isothiochromen-3-yl]-phosphonic acid diethyl ester

: 75-07-0,9002-91-9
acetaldehyde

: 894853-86-2
(4aS,6S,8aR)-6-(4-Chloro-benzenesulfonyl)-6-(2,5-difluoro-phenyl)-3-eth-(E)-ylidene-octahydro-isothiochromene 2,2-dioxide

Guidance literature:: With lithium hexamethyldisilazane;
DOI:10.1016/j.bmcl.2005.12.083

Reference yield:

: 471903-20-5
4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)cyclohexanone

: 894853-86-2
(4aS,6S,8aR)-6-(4-Chloro-benzenesulfonyl)-6-(2,5-difluoro-phenyl)-3-eth-(E)-ylidene-octahydro-isothiochromene 2,2-dioxide

Guidance literature:: Multi-step reaction with 8 steps

1.1: nBuLi; LiCl; [S-(R*,R*)]-(-)-bis-α-methylbenzylamine / tetrahydrofuran / -100 °C

1.2: 75 percent / SnCl₄ / CH₂Cl₂ / -40 °C

2.1: 78 percent / nBuLi / tetrahydrofuran / -78 °C

3.1: 90 percent / L-Selectride^TM / tetrahydrofuran / -40 °C

4.1: 68 percent / LiHMDS

5.1: 85 percent / BF₃*Et₂O / CH₂Cl₂

6.1: 90 percent / pyridine; DMAP

7.1: 76 percent / BuLi / tetrahydrofuran / -78 °C

8.1: 90 percent / LiHMDS

With pyridine; dmap; n-butyllithium; [S-(R*,R*)]-(-)-bis-α-methylbenzylamine; boron trifluoride diethyl etherate; L-Selectride; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 2.1: Horner-Emmons reaction / 8.1: Horner-Emmons reaction;
DOI:10.1016/j.bmcl.2005.12.083

Reference yield:

: 894853-74-8
(2R,4S)-4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)-2-[2-(trimethylsilyl)ethoxymethyl]cyclohexanone

: 894853-86-2
(4aS,6S,8aR)-6-(4-Chloro-benzenesulfonyl)-6-(2,5-difluoro-phenyl)-3-eth-(E)-ylidene-octahydro-isothiochromene 2,2-dioxide

Guidance literature:: Multi-step reaction with 7 steps

1: 78 percent / nBuLi / tetrahydrofuran / -78 °C

2: 90 percent / L-Selectride^TM / tetrahydrofuran / -40 °C

3: 68 percent / LiHMDS

4: 85 percent / BF₃*Et₂O / CH₂Cl₂

5: 90 percent / pyridine; DMAP

6: 76 percent / BuLi / tetrahydrofuran / -78 °C

7: 90 percent / LiHMDS

With pyridine; dmap; n-butyllithium; boron trifluoride diethyl etherate; L-Selectride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 1: Horner-Emmons reaction / 7: Horner-Emmons reaction;
DOI:10.1016/j.bmcl.2005.12.083