(R_S,S)-N-[(1-phenylsulfonyl-1H-4-nitro-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide

Base Information

• Chemical Name: (R_S,S)-N-[(1-phenylsulfonyl-1H-4-nitro-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide
• CAS No.: 955942-03-7
• Molecular Formula: C₂₅H₂₄ClN₃O₅S₂
• Molecular Weight: 546.068

Synonyms:(R_S,S)-N-[(1-phenylsulfonyl-1H-4-nitro-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide

Chemical Property of (R_S,S)-N-[(1-phenylsulfonyl-1H-4-nitro-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide

Chemical Property:

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Technology Process of (R_S,S)-N-[(1-phenylsulfonyl-1H-4-nitro-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide

There total 2 articles about (R_S,S)-N-[(1-phenylsulfonyl-1H-4-nitro-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: 77.0%

4-nitro-1-(phenylsulfonyl)-1H-indole (850655-62-8) + (R)-(-)-N-[(1E)-(4-chlorophenyl)methylene]-2-methyl-2-propanesulfinamide (336105-23-8) → (RS,S)-N-[(1-phenylsulfonyl-1H-4-nitro-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide (955942-03-7)

Guidance literature:

4-nitro-1-(phenylsulfonyl)-1H-indole; With lithium diisopropyl amide; 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-4-nitro-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide (955942-03-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Ti(OEt)4 / CH₂Cl₂ / 20 °C

2.1: LDA / tetrahydrofuran; hexane / -78 °C

2.2: 77 percent / tetrahydrofuran; hexane / 1 h / -78 °C

With titanium(IV) tetraethanolate; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/j.tetasy.2007.07.029

Reference yield: 98.0%

(RS,S)-N-[(1-phenylsulfonyl-1H-4-nitro-indol-2-yl)(p-chlorophenyl)methyl]-tert-butanesulfinylamide (955942-03-7) + p-toluenesulfonyl chloride (98-59-9) → (S)-N-[(1-phenylsulfonyl-1H-4-nitro-indol-2-yl)(p-chlorophenyl)methyl]-p-toluenesulfonamide

Guidance literature:

(R_S,S)-N-[(1-phenylsulfonyl-1H-4-nitro-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:

4-nitro-1-(phenylsulfonyl)-1H-indole

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

4-chlorobenzaldehyde

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