Toluene-4-sulfonic acid (1S,2R,5S)-5-(4-chloro-benzenesulfonyl)-2-(diethoxy-phosphorylmethanesulfonylmethyl)-5-(2,5-difluoro-phenyl)-cyclohexylmethyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (1S,2R,5S)-5-(4-chloro-benzenesulfonyl)-2-(diethoxy-phosphorylmethanesulfonylmethyl)-5-(2,5-difluoro-phenyl)-cyclohexylmethyl ester
CAS No.:894853-84-0
Molecular Formula:C₃₂H₃₈ClF₂O₁₀PS₃
Molecular Weight:783.269
Hs Code.:

Toluene-4-sulfonic acid (1S,2R,5S)-5-(4-chloro-benzenesulfonyl)-2-(diethoxy-phosphorylmethanesulfonylmethyl)-5-(2,5-difluoro-phenyl)-cyclohexylmethyl ester

Synonyms:Toluene-4-sulfonic acid (1S,2R,5S)-5-(4-chloro-benzenesulfonyl)-2-(diethoxy-phosphorylmethanesulfonylmethyl)-5-(2,5-difluoro-phenyl)-cyclohexylmethyl ester

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Chemical Property of Toluene-4-sulfonic acid (1S,2R,5S)-5-(4-chloro-benzenesulfonyl)-2-(diethoxy-phosphorylmethanesulfonylmethyl)-5-(2,5-difluoro-phenyl)-cyclohexylmethyl ester

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Technology Process of Toluene-4-sulfonic acid (1S,2R,5S)-5-(4-chloro-benzenesulfonyl)-2-(diethoxy-phosphorylmethanesulfonylmethyl)-5-(2,5-difluoro-phenyl)-cyclohexylmethyl ester

There total 6 articles about Toluene-4-sulfonic acid (1S,2R,5S)-5-(4-chloro-benzenesulfonyl)-2-(diethoxy-phosphorylmethanesulfonylmethyl)-5-(2,5-difluoro-phenyl)-cyclohexylmethyl ester 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%

: 894853-88-4
[(1R,2S,4S)-4-(4-Chloro-benzenesulfonyl)-4-(2,5-difluoro-phenyl)-2-hydroxymethyl-cyclohexylmethanesulfonylmethyl]-phosphonic acid diethyl ester

: 98-59-9
p-toluenesulfonyl chloride

: 894853-84-0
Toluene-4-sulfonic acid (1S,2R,5S)-5-(4-chloro-benzenesulfonyl)-2-(diethoxy-phosphorylmethanesulfonylmethyl)-5-(2,5-difluoro-phenyl)-cyclohexylmethyl ester

Guidance literature:: With pyridine; dmap;
DOI:10.1016/j.bmcl.2005.12.083

Reference yield:

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

: 894853-84-0
Toluene-4-sulfonic acid (1S,2R,5S)-5-(4-chloro-benzenesulfonyl)-2-(diethoxy-phosphorylmethanesulfonylmethyl)-5-(2,5-difluoro-phenyl)-cyclohexylmethyl ester

Guidance literature:: Multi-step reaction with 6 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

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;
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

: 894853-84-0
Toluene-4-sulfonic acid (1S,2R,5S)-5-(4-chloro-benzenesulfonyl)-2-(diethoxy-phosphorylmethanesulfonylmethyl)-5-(2,5-difluoro-phenyl)-cyclohexylmethyl ester

Guidance literature:: Multi-step reaction with 5 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

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