(11aS)-7,8-dimethoxy-2-(4-methoxyphenyl)-5,10,11,11a-tetrahydro-10-[2-(trimethylsilyl)ethoxymethyl]-5,11-dioxo-1H-pyrrolo[2,1-c][1,4-]benzodiazepine

Base Information

Chemical Name:(11aS)-7,8-dimethoxy-2-(4-methoxyphenyl)-5,10,11,11a-tetrahydro-10-[2-(trimethylsilyl)ethoxymethyl]-5,11-dioxo-1H-pyrrolo[2,1-c][1,4-]benzodiazepine
CAS No.:260418-09-5
Molecular Formula:C₂₇H₃₄N₂O₆Si
Molecular Weight:510.662
Hs Code.:

(11aS)-7,8-dimethoxy-2-(4-methoxyphenyl)-5,10,11,11a-tetrahydro-10-[2-(trimethylsilyl)ethoxymethyl]-5,11-dioxo-1H-pyrrolo[2,1-c][1,4-]benzodiazepine

Synonyms:(11aS)-7,8-dimethoxy-2-(4-methoxyphenyl)-5,10,11,11a-tetrahydro-10-[2-(trimethylsilyl)ethoxymethyl]-5,11-dioxo-1H-pyrrolo[2,1-c][1,4-]benzodiazepine

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Chemical Property of (11aS)-7,8-dimethoxy-2-(4-methoxyphenyl)-5,10,11,11a-tetrahydro-10-[2-(trimethylsilyl)ethoxymethyl]-5,11-dioxo-1H-pyrrolo[2,1-c][1,4-]benzodiazepine

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Technology Process of (11aS)-7,8-dimethoxy-2-(4-methoxyphenyl)-5,10,11,11a-tetrahydro-10-[2-(trimethylsilyl)ethoxymethyl]-5,11-dioxo-1H-pyrrolo[2,1-c][1,4-]benzodiazepine

There total 9 articles about (11aS)-7,8-dimethoxy-2-(4-methoxyphenyl)-5,10,11,11a-tetrahydro-10-[2-(trimethylsilyl)ethoxymethyl]-5,11-dioxo-1H-pyrrolo[2,1-c][1,4-]benzodiazepine 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: 90.0%

: 5720-07-0
4-methoxyphenylboronic acid

: 260418-07-3
trifluoromethanesulphonic acid (11aS)-1,11a-dihydro-5,11-dioxo-10-(2-trimethylsilanylethoxymethyl)-7,8-dimethoxy-5H-pyrrolo[2,1-c][1,4]benzodiazepine-2-yl ester

: 260418-09-5
(11aS)-7,8-dimethoxy-2-(4-methoxyphenyl)-5,10,11,11a-tetrahydro-10-[2-(trimethylsilyl)ethoxymethyl]-5,11-dioxo-1H-pyrrolo[2,1-c][1,4-]benzodiazepine

Guidance literature:: With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; benzene; at 20 ℃;
DOI:10.1039/b205136b

Reference yield:

conc. NH₄OH: conc. NH₄OH

: 5720-07-0
4-methoxyphenylboronic acid

: 96042-30-7
4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran

: 53547-61-8
vinyl trifluoromethanesulfonate

: 260418-09-5
(11aS)-7,8-dimethoxy-2-(4-methoxyphenyl)-5,10,11,11a-tetrahydro-10-[2-(trimethylsilyl)ethoxymethyl]-5,11-dioxo-1H-pyrrolo[2,1-c][1,4-]benzodiazepine

Guidance literature:: With sodium carbonate; lithium chloride; tetrakis(triphenylphosphine)palladium ⁽⁰⁾; In 1,2-dimethoxyethane;

Reference yield:

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

: 260418-09-5
(11aS)-7,8-dimethoxy-2-(4-methoxyphenyl)-5,10,11,11a-tetrahydro-10-[2-(trimethylsilyl)ethoxymethyl]-5,11-dioxo-1H-pyrrolo[2,1-c][1,4-]benzodiazepine

Guidance literature:: Multi-step reaction with 8 steps

1: 57 percent / (COCl)2; TEA / dimethylformamide; CH₂Cl₂ / 20 °C

2: 75 percent / H₂ / 10percent Pd/C / ethanol

3: 95 percent / imidazole / dimethylformamide / 20 °C

4: 77 percent / NaH / dimethylformamide / 0 °C

5: 70 percent / TBAF / tetrahydrofuran / 20 °C

6: 49 percent / (COCl)2; TEA; DMSO / CH₂Cl₂ / -55 °C

7: 60 percent / pyridine / CH₂Cl₂ / 20 °C

8: 90 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / benzene; ethanol / 20 °C

With pyridine; 1H-imidazole; oxalyl dichloride; TEA; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; sodium carbonate; dimethyl sulfoxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene; 6: Swern oxidation;
DOI:10.1039/b205136b