(+)-N-{4-biphenyl-[2-(trimethylsilyl)phenyl]methyl}-4-methylbenzenesulfonamide

Base Information

• Chemical Name: (+)-N-{4-biphenyl-[2-(trimethylsilyl)phenyl]methyl}-4-methylbenzenesulfonamide
• CAS No.: 738626-26-1
• Molecular Formula: C₂₉H₃₁NO₂SSi
• Molecular Weight: 485.722

Synonyms:(+)-N-{4-biphenyl-[2-(trimethylsilyl)phenyl]methyl}-4-methylbenzenesulfonamide

Chemical Property of (+)-N-{4-biphenyl-[2-(trimethylsilyl)phenyl]methyl}-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (+)-N-{4-biphenyl-[2-(trimethylsilyl)phenyl]methyl}-4-methylbenzenesulfonamide

There total 3 articles about (+)-N-{4-biphenyl-[2-(trimethylsilyl)phenyl]methyl}-4-methylbenzenesulfonamide 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:

2,4,6-tris([1,1'-biphenyl]-4-yl)boroxine (105123-35-1) + N-[2-(trimethylsilyl)benzylidene]-4-methylbenzenesulfonamide (738626-16-9) → N-[biphenyl-4-yl-(2-trimethylsilanyl-phenyl)-methyl]-4-methyl-benzenesulfonamide + (+)-N-{4-biphenyl-[2-(trimethylsilyl)phenyl]methyl}-4-methylbenzenesulfonamide (738626-26-1)

Guidance literature:

With Rh(acac)2(CH₂CH₂)2; t-Bu {1(S)-[(2(S)-Ph₂PCH₂)pyrrolidine-1-CO]-2-iPr}carbamate; In isopropyl alcohol; at 60 ℃; for 3h; Title compound not separated from byproducts;

DOI:10.1021/ja0475398

Reference yield:

2-trimethylsilylbenzaldehyde (17887-55-7) → (+)-N-{4-biphenyl-[2-(trimethylsilyl)phenyl]methyl}-4-methylbenzenesulfonamide (738626-26-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / tetraethyl orthosilicate / 12 h / 158 °C

2: Rh(acac)2(C₂H₄)2; t-Bu {1(S)-[(2(S)-Ph₂PCH₂)pyrrolidine-1-CO]-2-iPr}carbamate / propan-2-ol / 3 h / 60 °C

With tetraethoxy orthosilicate; Rh(acac)2(CH₂CH₂)2; t-Bu {1(S)-[(2(S)-Ph₂PCH₂)pyrrolidine-1-CO]-2-iPr}carbamate; In isopropyl alcohol;

DOI:10.1021/ja0475398

Reference yield:

toluene-4-sulfonamide (70-55-3) → (+)-N-{4-biphenyl-[2-(trimethylsilyl)phenyl]methyl}-4-methylbenzenesulfonamide (738626-26-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / tetraethyl orthosilicate / 12 h / 158 °C

2: Rh(acac)2(C₂H₄)2; t-Bu {1(S)-[(2(S)-Ph₂PCH₂)pyrrolidine-1-CO]-2-iPr}carbamate / propan-2-ol / 3 h / 60 °C

With tetraethoxy orthosilicate; Rh(acac)2(CH₂CH₂)2; t-Bu {1(S)-[(2(S)-Ph₂PCH₂)pyrrolidine-1-CO]-2-iPr}carbamate; In isopropyl alcohol;

DOI:10.1021/ja0475398

upstream raw materials:

2,4,6-tris([1,1'-biphenyl]-4-yl)boroxine

N-[2-(trimethylsilyl)benzylidene]-4-methylbenzenesulfonamide

2-trimethylsilylbenzaldehyde

toluene-4-sulfonamide

Downstream raw materials:

(R)-(+)-α-(4-biphenylyl)benzylamine

(R)-N-[(1,1'-biphenyl-4-yl)(phenyl)methyl]-4-methylbenzenesulfonamide

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