(S)-(2-amino-4,5-dimethoxyphenyl)(2-((tert-butyldimethylsilyloxy)methyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrol-1-yl)methanone

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Chemical Name:(S)-(2-amino-4,5-dimethoxyphenyl)(2-((tert-butyldimethylsilyloxy)methyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrol-1-yl)methanone
CAS No.:637035-45-1
Molecular Formula:C₂₇H₃₈N₂O₅Si
Molecular Weight:498.695
Hs Code.:

Synonyms:(S)-(2-amino-4,5-dimethoxyphenyl)(2-((tert-butyldimethylsilyloxy)methyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrol-1-yl)methanone

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Chemical Property of (S)-(2-amino-4,5-dimethoxyphenyl)(2-((tert-butyldimethylsilyloxy)methyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrol-1-yl)methanone

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Technology Process of (S)-(2-amino-4,5-dimethoxyphenyl)(2-((tert-butyldimethylsilyloxy)methyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrol-1-yl)methanone

There total 6 articles about (S)-(2-amino-4,5-dimethoxyphenyl)(2-((tert-butyldimethylsilyloxy)methyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrol-1-yl)methanone 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: 80.0%

: 637035-44-0
(S)-(2-((tert-butyldimethylsilyloxy)methyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrol-1-yl)(4,5-dimethoxy-2-nitrophenyl)methanone

: 637035-45-1
(S)-(2-amino-4,5-dimethoxyphenyl)(2-((tert-butyldimethylsilyloxy)methyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrol-1-yl)methanone

Guidance literature:: With sodium dithionite; In tetrahydrofuran; for 5h;
DOI:10.1039/b303274d

Reference yield:

: 4998-07-6
4,5-dimethoxy-2-nitro-benzoic acid

: 637035-45-1
(S)-(2-amino-4,5-dimethoxyphenyl)(2-((tert-butyldimethylsilyloxy)methyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrol-1-yl)methanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: 70 percent / DCC; HOBt; DMF / CH₂Cl₂ / 48 h

2.1: 90 percent / iodobenzene diacetate; TEMPO / CH₂Cl₂ / 2 h

3.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

3.2: 50 percent / tetrahydrofuran / 4 h / -30 - 25 °C

4.1: 80 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / toluene; ethanol / 1 h / Heating

5.1: 80 percent / aq. Na₂S₂O₄ / tetrahydrofuran / 5 h

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium dithionite; [bis(acetoxy)iodo]benzene; sodium hexamethyldisilazane; sodium carbonate; benzotriazol-1-ol; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; dichloromethane; toluene; 4.1: Suzuki reaction;
DOI:10.1039/b303274d

Reference yield:

: 260417-94-5
(2S,4R)-2-tert-butyldimethylsilyloxymethyl-4-hydroxypyrrolidine

: 637035-45-1
(S)-(2-amino-4,5-dimethoxyphenyl)(2-((tert-butyldimethylsilyloxy)methyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrol-1-yl)methanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: 70 percent / DCC; HOBt; DMF / CH₂Cl₂ / 48 h

2.1: 90 percent / iodobenzene diacetate; TEMPO / CH₂Cl₂ / 2 h

3.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

3.2: 50 percent / tetrahydrofuran / 4 h / -30 - 25 °C

4.1: 80 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / toluene; ethanol / 1 h / Heating

5.1: 80 percent / aq. Na₂S₂O₄ / tetrahydrofuran / 5 h

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium dithionite; [bis(acetoxy)iodo]benzene; sodium hexamethyldisilazane; sodium carbonate; benzotriazol-1-ol; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; dichloromethane; toluene; 4.1: Suzuki reaction;
DOI:10.1039/b303274d