1-((S)-1-((2S,4R)-2-(((1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl)carbamoyl)-4-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)thiourea

Base Information

• Chemical Name: 1-((S)-1-((2S,4R)-2-(((1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl)carbamoyl)-4-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)thiourea
• CAS No.: 1315326-83-0
• Molecular Formula: C₄₀H₄₇N₇O₈S₂
• Molecular Weight: 817.987
• Mol file: 1315326-83-0.mol

Synonyms:1-((S)-1-((2S,4R)-2-(((1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl)carbamoyl)-4-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)thiourea

Chemical Property of 1-((S)-1-((2S,4R)-2-(((1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl)carbamoyl)-4-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)thiourea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-((S)-1-((2S,4R)-2-(((1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl)carbamoyl)-4-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)thiourea

There total 11 articles about 1-((S)-1-((2S,4R)-2-(((1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl)carbamoyl)-4-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)thiourea 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:

(2S,4R)-1-((S)-2-amino-3,3-dimethylbutanoyl)-N-((2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl)-4-(2-(4-isopropoxy-phenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)pyrrolidine-2-carboxamide hydrochloride salt (1315326-82-9) + 1,1'-Thiocarbonyldiimidazole (6160-65-2) → 1-((S)-1-((2S,4R)-2-(((1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl)carbamoyl)-4-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)thiourea (1315326-83-0)

Guidance literature:

(2S,4R)-1-((S)-2-amino-3,3-dimethylbutanoyl)-N-((2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl)-4-(2-(4-isopropoxy-phenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)pyrrolidine-2-carboxamide hydrochloride salt; 1,1'-Thiocarbonyldiimidazole; With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

With ammonia; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 3h;

Reference yield:

3-aminobenzofuran-2-carboxamide (54802-10-7) → 1-((S)-1-((2S,4R)-2-(((1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl)carbamoyl)-4-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)thiourea (1315326-83-0)

Guidance literature:

Multi-step reaction with 9 steps

1.1: pyridine / tetrahydrofuran / 0 - 20 °C

2.1: potassium tert-butylate / water; tert-butyl alcohol / 70 °C

2.2: pH ~ 2

3.1: trichlorophosphate / 1,4-dioxane / 2 h / 0 - 110 °C

3.2: pH ~ 9

4.1: sodium t-butanolate / dimethylsulfoxide-d6 / 2 h / 0 - 20 °C

4.2: 1 h / 20 °C

4.3: pH ~ 3

5.1: benzotriazol-1-ol; 4-methyl-morpholine; HATU / dichloromethane / 6 h / 0 - 20 °C

6.1: thionyl chloride / methanol / 2 h / 0 - 45 °C

7.1: benzotriazol-1-ol; 4-methyl-morpholine; HATU / dichloromethane / 5 h / 20 °C

8.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 5.5 h / 0 °C

9.1: triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C

9.2: 3 h / 0 - 20 °C

With 4-methyl-morpholine; pyridine; hydrogenchloride; thionyl chloride; potassium tert-butylate; benzotriazol-1-ol; triethylamine; HATU; sodium t-butanolate; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; dimethylsulfoxide-d6; dichloromethane; water; tert-butyl alcohol;

Reference yield:

salicylonitrile (611-20-1) → 1-((S)-1-((2S,4R)-2-(((1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl)carbamoyl)-4-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)thiourea (1315326-83-0)

Guidance literature:

Multi-step reaction with 11 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C

1.2: 3 h / 80 °C

2.1: potassium tert-butylate / tert-butyl alcohol / 3 h / 80 °C

3.1: pyridine / tetrahydrofuran / 0 - 20 °C

4.1: potassium tert-butylate / water; tert-butyl alcohol / 70 °C

4.2: pH ~ 2

5.1: trichlorophosphate / 1,4-dioxane / 2 h / 0 - 110 °C

5.2: pH ~ 9

6.1: sodium t-butanolate / dimethylsulfoxide-d6 / 2 h / 0 - 20 °C

6.2: 1 h / 20 °C

6.3: pH ~ 3

7.1: benzotriazol-1-ol; 4-methyl-morpholine; HATU / dichloromethane / 6 h / 0 - 20 °C

8.1: thionyl chloride / methanol / 2 h / 0 - 45 °C

9.1: benzotriazol-1-ol; 4-methyl-morpholine; HATU / dichloromethane / 5 h / 20 °C

10.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 5.5 h / 0 °C

11.1: triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C

11.2: 3 h / 0 - 20 °C

With 4-methyl-morpholine; pyridine; hydrogenchloride; thionyl chloride; potassium tert-butylate; potassium carbonate; benzotriazol-1-ol; triethylamine; HATU; sodium t-butanolate; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; dimethylsulfoxide-d6; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;

upstream raw materials:

3-aminobenzofuran-2-carboxamide

(2S,4R)-1-((S)-2-amino-3,3-dimethylbutanoyl)-N-((2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl)-4-(2-(4-isopropoxy-phenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)pyrrolidine-2-carboxamide hydrochloride salt

1,1'-Thiocarbonyldiimidazole

salicylonitrile

Downstream raw materials:

(2S,4R)-N-((1R,2S)-1-(cyclopropylsulfonylcarbamoyl-)-2-vinylcyclopropyl)-1-((S)-3,3-dimethyl-2-(4-methylthiazol-2-ylamino)butanoyl)-4-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)pyrrolidine-2-carboxamide

2-((2S)-1-((2S,4R)-2-((2S)-1-(cyclopropyl-sulfonylcarbamoyl)-2-vinylcyclopropylcarbamoyl)-4-(2-(4-isopropoxyphenyl)-benzofuro[3,2-d]pyrimidin-4-yloxy)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-ylamino)thiazole-4-carboxylic acid

methyl 2-((2S)-1-((2S,4R)-2-((2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl-carbamoyl)-4-(2-(4-isopropoxyphenyl)benzofuro[3,2-d]pyrimidin-4-yloxy)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-ylamino)thiazole-4-carboxylate