tert-butyl ((R)-(4'-chlorobiphenyl-2-yl)(1-(4-(4-((R)-4-morpholino-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonylcarbamoyl)phenyl)piperidin-4-yl)methoxy)methyl hydrogen phosphate

Base Information

• Chemical Name: tert-butyl ((R)-(4'-chlorobiphenyl-2-yl)(1-(4-(4-((R)-4-morpholino-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonylcarbamoyl)phenyl)piperidin-4-yl)methoxy)methyl hydrogen phosphate
• CAS No.: 1357576-99-8
• Molecular Formula: C₅₁H₅₉ClF₃N₄O₁₁PS₃
• Molecular Weight: 1123.67
• Mol file: 1357576-99-8.mol

Synonyms:tert-butyl ((R)-(4'-chlorobiphenyl-2-yl)(1-(4-(4-((R)-4-morpholino-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonylcarbamoyl)phenyl)piperidin-4-yl)methoxy)methyl hydrogen phosphate

Chemical Property of tert-butyl ((R)-(4'-chlorobiphenyl-2-yl)(1-(4-(4-((R)-4-morpholino-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonylcarbamoyl)phenyl)piperidin-4-yl)methoxy)methyl hydrogen phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl ((R)-(4'-chlorobiphenyl-2-yl)(1-(4-(4-((R)-4-morpholino-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonylcarbamoyl)phenyl)piperidin-4-yl)methoxy)methyl hydrogen phosphate

There total 18 articles about tert-butyl ((R)-(4'-chlorobiphenyl-2-yl)(1-(4-(4-((R)-4-morpholino-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonylcarbamoyl)phenyl)piperidin-4-yl)methoxy)methyl hydrogen phosphate 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: 19.0%

di-tert-butyl ((R)-(4'-chlorobiphenyl-2-yl)(1-(4-(4-((R)-4-morpholino-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonylcarbamoyl)-phenyl)piperidin-4-yl)methoxy)methyl phosphate (1357576-98-7) → tert-butyl ((R)-(4'-chlorobiphenyl-2-yl)(1-(4-(4-((R)-4-morpholino-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonylcarbamoyl)phenyl)piperidin-4-yl)methoxy)methyl hydrogen phosphate (1357576-99-8)

Guidance literature:

With nitrolotrimethanol; In acetone; at 65 ℃; for 16h; pH=7.2; buffer;

Reference yield:

2,3-dibromobenzene (583-53-9) → tert-butyl ((R)-(4'-chlorobiphenyl-2-yl)(1-(4-(4-((R)-4-morpholino-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonylcarbamoyl)phenyl)piperidin-4-yl)methoxy)methyl hydrogen phosphate (1357576-99-8)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / Inert atmosphere; Reflux

2.1: TurboGrignard / tetrahydrofuran / -15 - 25 °C / Inert atmosphere

2.2: 1.58 h / 0 °C

3.1: trifluoroacetic acid / dichloromethane; methanol / 0.67 h / 18 - 25 °C

4.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 20 h / 120 °C

4.2: 24 h / 120 °C

5.1: Chiralpak IA column / isopropyl alcohol / Resolution of racemate

6.1: water / tetrahydrofuran; methanol / 50 °C

6.2: pH ~ 5

7.1: hydrogenchloride / toluene / 1 h / 0 °C

7.2: 0.25 h

8.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 - 25 °C

9.1: nitrolotrimethanol / acetone / 16 h / 65 °C / pH 7.2 / buffer

With hydrogenchloride; dmap; TurboGrignard; water; sodium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; acetone; toluene; 1.1: Suzuki Coupling;

Reference yield:

2-bromo-4,4’-dichloro-1,1’-biphenyl (179526-95-5) → tert-butyl ((R)-(4'-chlorobiphenyl-2-yl)(1-(4-(4-((R)-4-morpholino-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonylcarbamoyl)phenyl)piperidin-4-yl)methoxy)methyl hydrogen phosphate (1357576-99-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: TurboGrignard / tetrahydrofuran / -15 - 25 °C / Inert atmosphere

1.2: 1.58 h / 0 °C

2.1: trifluoroacetic acid / dichloromethane; methanol / 0.67 h / 18 - 25 °C

3.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 20 h / 120 °C

3.2: 24 h / 120 °C

4.1: Chiralpak IA column / isopropyl alcohol / Resolution of racemate

5.1: water / tetrahydrofuran; methanol / 50 °C

5.2: pH ~ 5

6.1: hydrogenchloride / toluene / 1 h / 0 °C

6.2: 0.25 h

7.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 - 25 °C

8.1: nitrolotrimethanol / acetone / 16 h / 65 °C / pH 7.2 / buffer

With hydrogenchloride; dmap; TurboGrignard; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; isopropyl alcohol; acetone; toluene;

upstream raw materials:

2-bromo-4,4’-dichloro-1,1’-biphenyl

2,3-dibromobenzene

di-tert-butyl phosphate silver salt

4-fluoro-3-[(trifluoromethyl)sulfonyl]benzenesulfonamide

Refernces