(R_S,S)-N-[(1-phenylsulfonyl-1H-3-methyl-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide

Base Information

• Chemical Name: (R_S,S)-N-[(1-phenylsulfonyl-1H-3-methyl-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide
• CAS No.: 955942-02-6
• Molecular Formula: C₂₆H₂₇ClN₂O₃S₂
• Molecular Weight: 515.097
• Mol file: 955942-02-6.mol

Synonyms:(R_S,S)-N-[(1-phenylsulfonyl-1H-3-methyl-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide

Chemical Property of (R_S,S)-N-[(1-phenylsulfonyl-1H-3-methyl-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R_S,S)-N-[(1-phenylsulfonyl-1H-3-methyl-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide

There total 2 articles about (R_S,S)-N-[(1-phenylsulfonyl-1H-3-methyl-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide 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: 85.0%

N-(phenylsulphonyl)-3-methylindole (58550-84-8) + (R)-(-)-N-[(1E)-(4-chlorophenyl)methylene]-2-methyl-2-propanesulfinamide (336105-23-8) → (RS,S)-N-[(1-phenylsulfonyl-1H-3-methyl-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide (955942-02-6)

Guidance literature:

N-(phenylsulphonyl)-3-methylindole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

(R)-(-)-N-[(1E)-(4-chlorophenyl)methylene]-2-methyl-2-propanesulfinamide; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Further stages.;

DOI:10.1016/j.tetasy.2007.07.029

Reference yield:

4-chlorobenzaldehyde (104-88-1) → (RS,S)-N-[(1-phenylsulfonyl-1H-3-methyl-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide (955942-02-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Ti(OEt)4 / CH₂Cl₂ / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / -78 °C

2.2: 85 percent / tetrahydrofuran; hexane / 1 h / -78 °C

With titanium(IV) tetraethanolate; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/j.tetasy.2007.07.029

Reference yield: 96.0%

(RS,S)-N-[(1-phenylsulfonyl-1H-3-methyl-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide (955942-02-6) + p-toluenesulfonyl chloride (98-59-9) → (S)-N-[(1-phenylsulfonyl-1H-3-methyl-indol-2-yl)(p-chlorophenyl)methyl]-p-toluenesulfonamide

Guidance literature:

(R_S,S)-N-[(1-phenylsulfonyl-1H-3-methyl-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide; With hydrogenchloride; methanol; In 1,4-dioxane; at 20 ℃; for 1h;

p-toluenesulfonyl chloride; With pyridine; at 20 ℃; Further stages.;

DOI:10.1016/j.tetasy.2007.07.029

upstream raw materials:

N-(phenylsulphonyl)-3-methylindole

(R)-(-)-N-[(1E)-(4-chlorophenyl)methylene]-2-methyl-2-propanesulfinamide

4-chlorobenzaldehyde

Refernces