N-(1-phenylsulfonyl-3-methyl-indo-2-lyl)methylidene-1,1-bis(trimethylsilyl)methanamine

Base Information

Chemical Name:N-(1-phenylsulfonyl-3-methyl-indo-2-lyl)methylidene-1,1-bis(trimethylsilyl)methanamine
CAS No.:1382978-58-6
Molecular Formula:C₂₃H₃₂N₂O₂SSi₂
Molecular Weight:456.756
Hs Code.:

Synonyms:N-(1-phenylsulfonyl-3-methyl-indo-2-lyl)methylidene-1,1-bis(trimethylsilyl)methanamine

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Chemical Property of N-(1-phenylsulfonyl-3-methyl-indo-2-lyl)methylidene-1,1-bis(trimethylsilyl)methanamine

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Technology Process of N-(1-phenylsulfonyl-3-methyl-indo-2-lyl)methylidene-1,1-bis(trimethylsilyl)methanamine

There total 4 articles about N-(1-phenylsulfonyl-3-methyl-indo-2-lyl)methylidene-1,1-bis(trimethylsilyl)methanamine 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: 54.0%

: 1083078-00-5
N-[bis(trimethylsilyl)methyl]-N-[(1-phenylsulfonyl-3-methyl-indo-2-lyl)methyl]-α-carboethoxy-α-diazoacetamide

: ethyl 1-[bis(trimethylsilyl)methyl]-4-(1-phenylsulfonyl-3-methyl-indol-2-yl)-2-azetidinone-3-carboxylate

: ethyl 1-[bis(trimethylsilyl)methyl]-4-(1-phenylsulfonyl-3-methyl-indol-2-yl)-2-azetidinone-3-carboxylate

: 1382978-58-6
N-(1-phenylsulfonyl-3-methyl-indo-2-lyl)methylidene-1,1-bis(trimethylsilyl)methanamine

: ethyl 2-[bis(trimethylsilyl)methyl]-2,3,3b,8-tetrahydro-3b-methyl-3-oxo-8-(phenylsulfonyl)-pyrrolo[3',4':1,3]cycloprop[1,2-b]indol-3a(1H)-carboxylate

Guidance literature:: With dirhodium tetraacetate; In dichloromethane; at 20 ℃; for 24h; chemoselective reaction; Inert atmosphere;
DOI:10.1039/c2ob25103e

Reference yield: 4.0%

: 1083078-01-6
N-[bis(trimethylsilyl)methyl]-N-[(1-phenylsulfonyl-3-methyl-indol-2-yl)methyl]-α-diazoacetamide

: 1083078-07-2
1-[bis(trimethylsilyl)methyl]-4-(phenylsulfonyl-3-methyl-indol-2-yl)-2-azetidinone

: 1382978-58-6
N-(1-phenylsulfonyl-3-methyl-indo-2-lyl)methylidene-1,1-bis(trimethylsilyl)methanamine

: 2-[bis(trimethylsilyl)methyl]-2,3,3b,8-tetrahydro-3b-methyl-3-oxo-8-(phenylsulfonyl)-pyrrolo[3',4':1,3]cycloprop[1,2-b]indol-3a(1H)-one

Guidance literature:: With dirhodium tetraacetate; In dichloromethane; at 20 ℃; for 0.166667h; chemoselective reaction; Inert atmosphere;
DOI:10.1039/c2ob25103e

Reference yield:

: 1-phenylsulfonyl-2,3-dimethylindole

: 1083078-07-2
1-[bis(trimethylsilyl)methyl]-4-(phenylsulfonyl-3-methyl-indol-2-yl)-2-azetidinone

: 1382978-58-6
N-(1-phenylsulfonyl-3-methyl-indo-2-lyl)methylidene-1,1-bis(trimethylsilyl)methanamine

: 2-[bis(trimethylsilyl)methyl]-2,3,3b,8-tetrahydro-3b-methyl-3-oxo-8-(phenylsulfonyl)-pyrrolo[3',4':1,3]cycloprop[1,2-b]indol-3a(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: dmap / tetrahydrofuran / 1.67 h / 0 - 20 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene; Methanesulfonyl azide / acetonitrile / 2 h / 0 - 20 °C / Inert atmosphere

3: potassium hydroxide / water; acetonitrile

4: dirhodium tetraacetate / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

With dmap; dirhodium tetraacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; Methanesulfonyl azide; potassium hydroxide; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1039/c2ob25103e