(R)-2-{4-chloro-N-[(3-cyanobicyclo[1.1.1]pentan-1-yl)methyl]phenylsulfonamide}-5,5,5-trifluoropentanamide

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Chemical Name:(R)-2-{4-chloro-N-[(3-cyanobicyclo[1.1.1]pentan-1-yl)methyl]phenylsulfonamide}-5,5,5-trifluoropentanamide
CAS No.:1370705-40-0
Molecular Formula:C₁₈H₁₉ClF₃N₃O₃S
Molecular Weight:449.881
Hs Code.:

Synonyms:(R)-2-{4-chloro-N-[(3-cyanobicyclo[1.1.1]pentan-1-yl)methyl]phenylsulfonamide}-5,5,5-trifluoropentanamide

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Chemical Property of (R)-2-{4-chloro-N-[(3-cyanobicyclo[1.1.1]pentan-1-yl)methyl]phenylsulfonamide}-5,5,5-trifluoropentanamide

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Technology Process of (R)-2-{4-chloro-N-[(3-cyanobicyclo[1.1.1]pentan-1-yl)methyl]phenylsulfonamide}-5,5,5-trifluoropentanamide

There total 9 articles about (R)-2-{4-chloro-N-[(3-cyanobicyclo[1.1.1]pentan-1-yl)methyl]phenylsulfonamide}-5,5,5-trifluoropentanamide 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: 64.0%

: 1146699-67-3
(R)-2-(4-chlorophenylsulfonamido)-5,5,5-trifluoropentanamide

: 1370705-39-7
3-(hydroxymethyl)bicyclo[1.1.1]pentane-1-carbonitrile

: 1370705-40-0
(R)-2-{4-chloro-N-[(3-cyanobicyclo[1.1.1]pentan-1-yl)methyl]phenylsulfonamide}-5,5,5-trifluoropentanamide

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 23 ℃; for 12h;
DOI:10.1021/jm300094u

Reference yield:

: 56842-95-6
bicyclo<1.1.1>pentane-1,3-dicarboxylic acid

: 1370705-40-0
(R)-2-{4-chloro-N-[(3-cyanobicyclo[1.1.1]pentan-1-yl)methyl]phenylsulfonamide}-5,5,5-trifluoropentanamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: thionyl chloride / 12 h / Reflux

2.1: 1 h / 0 °C / Reflux

3.1: sodium hydroxide / methanol / 1.17 h / 23 °C / Reflux

3.2: pH 2 / Inert atmosphere

4.1: oxalyl dichloride / diethyl ether; N,N-dimethyl-formamide / 0.5 h / 23 °C

5.1: ammonia / dichloromethane / 0.75 h / 23 °C

6.1: thionyl chloride / 2 h / Reflux

7.1: lithium borohydride / tetrahydrofuran / 14 h / 0 - 23 °C

8.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 12 h / 0 - 23 °C

With lithium borohydride; thionyl chloride; oxalyl dichloride; di-isopropyl azodicarboxylate; ammonia; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 8.1: Mitsunobu reaction;
DOI:10.1021/jm300094u

Reference yield:

: 115913-30-9
1,1′-(bicyclo[1.1.1]pentane-1,3-diyl)bis(ethan-1-one)

: 1370705-40-0
(R)-2-{4-chloro-N-[(3-cyanobicyclo[1.1.1]pentan-1-yl)methyl]phenylsulfonamide}-5,5,5-trifluoropentanamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: bromine; sodium hydroxide / 1,4-dioxane; water / 13.77 h / -3 - 23 °C

1.3: pH 2

2.1: thionyl chloride / 12 h / Reflux

3.1: 1 h / 0 °C / Reflux

4.1: sodium hydroxide / methanol / 1.17 h / 23 °C / Reflux

4.2: pH 2 / Inert atmosphere

5.1: oxalyl dichloride / diethyl ether; N,N-dimethyl-formamide / 0.5 h / 23 °C

6.1: ammonia / dichloromethane / 0.75 h / 23 °C

7.1: thionyl chloride / 2 h / Reflux

8.1: lithium borohydride / tetrahydrofuran / 14 h / 0 - 23 °C

9.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 12 h / 0 - 23 °C

With lithium borohydride; thionyl chloride; oxalyl dichloride; di-isopropyl azodicarboxylate; ammonia; bromine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; 9.1: Mitsunobu reaction;
DOI:10.1021/jm300094u