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

Base Information

Chemical Name:1-[bis(trimethylsilyl)methyl]-4-(phenylsulfonyl-3-methyl-indol-2-yl)-2-azetidinone
CAS No.:1083078-07-2
Molecular Formula:C₂₅H₃₄N₂O₃SSi₂
Molecular Weight:498.794
Hs Code.:

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

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Chemical Property of 1-[bis(trimethylsilyl)methyl]-4-(phenylsulfonyl-3-methyl-indol-2-yl)-2-azetidinone

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Technology Process of 1-[bis(trimethylsilyl)methyl]-4-(phenylsulfonyl-3-methyl-indol-2-yl)-2-azetidinone

There total 4 articles about 1-[bis(trimethylsilyl)methyl]-4-(phenylsulfonyl-3-methyl-indol-2-yl)-2-azetidinone 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%

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

: 1083078-04-9
C₂₅H₃₄N₂O₃SSi₂

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

Guidance literature:: With rhodium(II) acetate dimer; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;
DOI:10.1039/b809890e

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