[(3R,4S)-1-[5-(cyclopropyl-{1-[5-(1,1-difluoroethyl)[1,2,4]oxadiazol-3-yl]piperidin-4-yl}carbamoyl)pyrimidin-2-yl]-4-(2,5-difluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester

Base Information

Chemical Name:[(3R,4S)-1-[5-(cyclopropyl-{1-[5-(1,1-difluoroethyl)[1,2,4]oxadiazol-3-yl]piperidin-4-yl}carbamoyl)pyrimidin-2-yl]-4-(2,5-difluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester
CAS No.:1376610-99-9
Molecular Formula:C₃₂H₃₈F₄N₈O₄
Molecular Weight:674.699
Hs Code.:

[(3R,4S)-1-[5-(cyclopropyl-{1-[5-(1,1-difluoroethyl)[1,2,4]oxadiazol-3-yl]piperidin-4-yl}carbamoyl)pyrimidin-2-yl]-4-(2,5-difluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester

Synonyms:[(3R,4S)-1-[5-(cyclopropyl-{1-[5-(1,1-difluoroethyl)[1,2,4]oxadiazol-3-yl]piperidin-4-yl}carbamoyl)pyrimidin-2-yl]-4-(2,5-difluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester

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Chemical Property of [(3R,4S)-1-[5-(cyclopropyl-{1-[5-(1,1-difluoroethyl)[1,2,4]oxadiazol-3-yl]piperidin-4-yl}carbamoyl)pyrimidin-2-yl]-4-(2,5-difluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester

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Technology Process of [(3R,4S)-1-[5-(cyclopropyl-{1-[5-(1,1-difluoroethyl)[1,2,4]oxadiazol-3-yl]piperidin-4-yl}carbamoyl)pyrimidin-2-yl]-4-(2,5-difluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester

There total 17 articles about [(3R,4S)-1-[5-(cyclopropyl-{1-[5-(1,1-difluoroethyl)[1,2,4]oxadiazol-3-yl]piperidin-4-yl}carbamoyl)pyrimidin-2-yl]-4-(2,5-difluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl 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:

: 373-96-6
2,2-difluoropropanoic acid

: [(3R,4S)4-(5-{cyclopropyl-[1-(N-hydroxycarbamimidoyl)-piperidin-4-yl]-carbamoyl}-pyrimidin-2-yl)-4-(2,5-difluoro-phenyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester

: 1376610-99-9
[(3R,4S)-1-[5-(cyclopropyl-{1-[5-(1,1-difluoroethyl)[1,2,4]oxadiazol-3-yl]piperidin-4-yl}carbamoyl)pyrimidin-2-yl]-4-(2,5-difluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

: 373-96-6
2,2-difluoropropanoic acid

: 1376610-98-8
[(3R,4S)-1-(5-{cyclopropyl-[1-(N-hydroxycarbamimidoyl)piperidin-4-yl]carbamoyl}pyrimidin-2-yl)-4-(2,5-difluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester

: 1376610-99-9
[(3R,4S)-1-[5-(cyclopropyl-{1-[5-(1,1-difluoroethyl)[1,2,4]oxadiazol-3-yl]piperidin-4-yl}carbamoyl)pyrimidin-2-yl]-4-(2,5-difluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

: 951127-26-7
1-(2,5-difluorophenyl)-2-nitroethanol

: 1376610-99-9
[(3R,4S)-1-[5-(cyclopropyl-{1-[5-(1,1-difluoroethyl)[1,2,4]oxadiazol-3-yl]piperidin-4-yl}carbamoyl)pyrimidin-2-yl]-4-(2,5-difluorophenyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: dmap / 18 h / 0 - 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 1 h / -5 - 30 °C

3.1: hydrogen / RaNi / industrial methylated spritis / 18 h / 20 °C / 37503.8 Torr / Autoclave

4.1: di-tert-butyl dicarbonate / tetrahydrofuran / 18 h / 0 - 20 °C

5.1: isopropyl alcohol; diethyl ether; 2-Methylpentane / Resolution of racemate; Autoclave

6.1: hydrogen / palladium 10% on activated carbon / toluene; industrial methylated spirits / 78 h / 20 - 60 °C

7.1: triethylamine / 1,2-dichloro-ethane / 16 h / 20 °C

8.1: sodium hydroxide / water; tetrahydrofuran / 16 h / 20 °C

8.2: pH 6

9.1: trifluoroacetic acid / dichloromethane / 4 h / 0 - 20 °C

9.2: 18 h / 20 °C

10.1: acetonitrile; pyridine / 18 h / 50 °C / Inert atmosphere

11.1: hydroxylamine / ethanol; water / 20 °C

12.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 18 h / 20 °C

With dmap; di-tert-butyl dicarbonate; hydrogen; hydroxylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; pyridine; industrial methylated spirits; diethyl ether; ethanol; 2-Methylpentane; dichloromethane; industrial methylated spritis; water; 1,2-dichloro-ethane; isopropyl alcohol; toluene; acetonitrile;