3-(((3R,5R,6S)-1-((S)-1-(tert-butylsulfonyl)butan-2-yl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)methyl)-1,2,4-oxadiazol-5(4H)-one

Base Information

Chemical Name:3-(((3R,5R,6S)-1-((S)-1-(tert-butylsulfonyl)butan-2-yl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)methyl)-1,2,4-oxadiazol-5(4H)-one
CAS No.:1584731-36-1
Molecular Formula:C₂₉H₃₅Cl₂N₃O₅S
Molecular Weight:608.586
Hs Code.:

3-(((3R,5R,6S)-1-((S)-1-(tert-butylsulfonyl)butan-2-yl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)methyl)-1,2,4-oxadiazol-5(4H)-one

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Chemical Property of 3-(((3R,5R,6S)-1-((S)-1-(tert-butylsulfonyl)butan-2-yl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)methyl)-1,2,4-oxadiazol-5(4H)-one

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Technology Process of 3-(((3R,5R,6S)-1-((S)-1-(tert-butylsulfonyl)butan-2-yl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)methyl)-1,2,4-oxadiazol-5(4H)-one

There total 4 articles about 3-(((3R,5R,6S)-1-((S)-1-(tert-butylsulfonyl)butan-2-yl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)methyl)-1,2,4-oxadiazol-5(4H)-one 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:

: 1584731-77-0
2-((3R,5R,6S)-1-((S)-1-(tert-butylsulfonyl)butan-2-yl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)-N'-hydroxyacetimidamide

: 530-62-1
1,1'-carbonyldiimidazole

: 1584731-36-1
3-(((3R,5R,6S)-1-((S)-1-(tert-butylsulfonyl)butan-2-yl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)methyl)-1,2,4-oxadiazol-5(4H)-one

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; at 100 ℃; for 48h; Inert atmosphere;
DOI:10.1021/jm401911v

Reference yield:

: C₂₈H₃₄Cl₃NO₄S

: 1584731-36-1
3-(((3R,5R,6S)-1-((S)-1-(tert-butylsulfonyl)butan-2-yl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)methyl)-1,2,4-oxadiazol-5(4H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: ammonia / water / 3 h / 0 °C / Inert atmosphere

2: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

3: sodium hydrogencarbonate; hydroxylamine hydrochloride / methanol / Inert atmosphere; Reflux

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,4-dioxane / 48 h / 100 °C / Inert atmosphere

With hydroxylamine hydrochloride; ammonia; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; 1,4-dioxane; methanol; water;
DOI:10.1021/jm401911v

Reference yield:

: 1352066-48-8
2-((3R,5R,6S)-1-((S)-1-(tert-butylsulfonyl)butan-2-yl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)acetic acid

: 1584731-36-1
3-(((3R,5R,6S)-1-((S)-1-(tert-butylsulfonyl)butan-2-yl)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl)methyl)-1,2,4-oxadiazol-5(4H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2: ammonia / water / 3 h / 0 °C / Inert atmosphere

3: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

4: sodium hydrogencarbonate; hydroxylamine hydrochloride / methanol / Inert atmosphere; Reflux

5: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,4-dioxane / 48 h / 100 °C / Inert atmosphere

With 4-methyl-morpholine; hydroxylamine hydrochloride; ammonia; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic anhydride; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; methanol; water;
DOI:10.1021/jm401911v