(1R,2S,3S,4S)-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(hydroxymethyl)bicyclo[2.2.1]hept-5-ene-2-sulfonamide

Base Information

Chemical Name:(1R,2S,3S,4S)-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(hydroxymethyl)bicyclo[2.2.1]hept-5-ene-2-sulfonamide
CAS No.:1011526-83-2
Molecular Formula:C₁₆H₁₅F₃N₂O₃S
Molecular Weight:372.368
Hs Code.:

Synonyms:(1R,2S,3S,4S)-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(hydroxymethyl)bicyclo[2.2.1]hept-5-ene-2-sulfonamide

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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 (1R,2S,3S,4S)-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(hydroxymethyl)bicyclo[2.2.1]hept-5-ene-2-sulfonamide

Chemical Property:

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Technology Process of (1R,2S,3S,4S)-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(hydroxymethyl)bicyclo[2.2.1]hept-5-ene-2-sulfonamide

There total 4 articles about (1R,2S,3S,4S)-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(hydroxymethyl)bicyclo[2.2.1]hept-5-ene-2-sulfonamide 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:

: (1S,2R,3R,4R)-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(hydroxymethyl)bicyclo[2.2.1]hept-5-ene-2-sulfonamide

: 1011526-82-1
(1S,2R,3R,4R)-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(hydroxymethyl)bicyclo[2.2.1]hept-5-ene-2-sulfonamide

: 1011526-83-2
(1R,2S,3S,4S)-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(hydroxymethyl)bicyclo[2.2.1]hept-5-ene-2-sulfonamide

Guidance literature:: In methanol; carbon dioxide; at 35 ℃; under 75007.5 Torr; Purification / work up; Resolution of racemate;

Reference yield:

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 1011526-82-1
(1S,2R,3R,4R)-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(hydroxymethyl)bicyclo[2.2.1]hept-5-ene-2-sulfonamide

: 1011526-83-2
(1R,2S,3S,4S)-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(hydroxymethyl)bicyclo[2.2.1]hept-5-ene-2-sulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: dichloromethane

2: sodium tetrahydroborate; methanol / tetrahydrofuran

3: AD column / hexane; isopropyl alcohol; diethylamine / Resolution of racemate

With methanol; sodium tetrahydroborate; In tetrahydrofuran; hexane; dichloromethane; diethylamine; isopropyl alcohol; 1: |Diels-Alder Cycloaddition;
DOI:10.1016/j.bmcl.2016.10.059

Reference yield:

: 1011526-78-5
4-(1,1-dioxido-3-oxo-2(3H)-isothiazolyl)-2-(trifluoromethyl)benzonitrile

: 1011526-82-1
(1S,2R,3R,4R)-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(hydroxymethyl)bicyclo[2.2.1]hept-5-ene-2-sulfonamide

: 1011526-83-2
(1R,2S,3S,4S)-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(hydroxymethyl)bicyclo[2.2.1]hept-5-ene-2-sulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: dichloromethane

2: sodium tetrahydroborate; methanol / tetrahydrofuran

3: AD column / hexane; isopropyl alcohol; diethylamine / Resolution of racemate

With methanol; sodium tetrahydroborate; In tetrahydrofuran; hexane; dichloromethane; diethylamine; isopropyl alcohol; 1: |Diels-Alder Cycloaddition;
DOI:10.1016/j.bmcl.2016.10.059