(R)-2-{N-{[3-(1,2,4-oxadiazol-3-yl)bicyclo[1.1.1]pentan-1-yl]-methyl}-4-chlorophenylsulfonamido}-5,5,5-trifluoropentanamide

Base Information

Chemical Name:(R)-2-{N-{[3-(1,2,4-oxadiazol-3-yl)bicyclo[1.1.1]pentan-1-yl]-methyl}-4-chlorophenylsulfonamido}-5,5,5-trifluoropentanamide
CAS No.:1370705-38-6
Molecular Formula:C₁₉H₂₀ClF₃N₄O₄S
Molecular Weight:492.906
Hs Code.:

Synonyms:

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Chemical Property of (R)-2-{N-{[3-(1,2,4-oxadiazol-3-yl)bicyclo[1.1.1]pentan-1-yl]-methyl}-4-chlorophenylsulfonamido}-5,5,5-trifluoropentanamide

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Technology Process of (R)-2-{N-{[3-(1,2,4-oxadiazol-3-yl)bicyclo[1.1.1]pentan-1-yl]-methyl}-4-chlorophenylsulfonamido}-5,5,5-trifluoropentanamide

There total 11 articles about (R)-2-{N-{[3-(1,2,4-oxadiazol-3-yl)bicyclo[1.1.1]pentan-1-yl]-methyl}-4-chlorophenylsulfonamido}-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:

: C₁₈H₂₂ClF₃N₄O₄S

: 149-73-5
trimethyl orthoformate

: 1370705-38-6
(R)-2-{N-{[3-(1,2,4-oxadiazol-3-yl)bicyclo[1.1.1]pentan-1-yl]-methyl}-4-chlorophenylsulfonamido}-5,5,5-trifluoropentanamide

Guidance literature:: With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at 23 - 80 ℃; for 10h;
DOI:10.1021/jm300094u

Reference yield:

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

: 1370705-38-6
(R)-2-{N-{[3-(1,2,4-oxadiazol-3-yl)bicyclo[1.1.1]pentan-1-yl]-methyl}-4-chlorophenylsulfonamido}-5,5,5-trifluoropentanamide

Guidance literature:: Multi-step reaction with 10 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

9.1: hydroxylamine / ethanol; water / 1.5 h / 80 °C

10.1: boron trifluoride diethyl etherate / 1,2-dichloro-ethane / 10 h / 23 - 80 °C

With lithium borohydride; thionyl chloride; oxalyl dichloride; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; ammonia; hydroxylamine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; 1,2-dichloro-ethane; 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)

: 1370705-38-6
(R)-2-{N-{[3-(1,2,4-oxadiazol-3-yl)bicyclo[1.1.1]pentan-1-yl]-methyl}-4-chlorophenylsulfonamido}-5,5,5-trifluoropentanamide

Guidance literature:: Multi-step reaction with 11 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

10.1: hydroxylamine / ethanol; water / 1.5 h / 80 °C

11.1: boron trifluoride diethyl etherate / 1,2-dichloro-ethane / 10 h / 23 - 80 °C

With lithium borohydride; thionyl chloride; oxalyl dichloride; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; ammonia; hydroxylamine; bromine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 9.1: Mitsunobu reaction;
DOI:10.1021/jm300094u