4-(1-aza-4-triisopropylsilyloxy-bicyclo[4.4.0]dec-2-yl)-1,2-dimethoxybenzene

Base Information

Chemical Name:4-(1-aza-4-triisopropylsilyloxy-bicyclo[4.4.0]dec-2-yl)-1,2-dimethoxybenzene
CAS No.:645390-02-9
Molecular Formula:C₂₆H₄₅NO₃Si
Molecular Weight:447.734
Hs Code.:

Synonyms:4-(1-aza-4-triisopropylsilyloxy-bicyclo[4.4.0]dec-2-yl)-1,2-dimethoxybenzene

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Chemical Property of 4-(1-aza-4-triisopropylsilyloxy-bicyclo[4.4.0]dec-2-yl)-1,2-dimethoxybenzene

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Technology Process of 4-(1-aza-4-triisopropylsilyloxy-bicyclo[4.4.0]dec-2-yl)-1,2-dimethoxybenzene

There total 12 articles about 4-(1-aza-4-triisopropylsilyloxy-bicyclo[4.4.0]dec-2-yl)-1,2-dimethoxybenzene 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: 85.0%

: 89980-69-8
3,4-dimethoxyphenylmagnesium bromide

: 645389-88-4
(2R,10S)-(+)-2-triisopropylsiloxy-octahydro-quinolizin-4-one

: 645390-02-9
4-(1-aza-4-triisopropylsilyloxy-bicyclo[4.4.0]dec-2-yl)-1,2-dimethoxybenzene

Guidance literature:: 3,4-dimethoxyphenylmagnesium bromide; (2R,10S)-(+)-2-triisopropylsiloxy-octahydro-quinolizin-4-one; With cerium(III) chloride; In tetrahydrofuran; at 0 - 20 ℃;

With sodium cyanoborohydride; acetic acid; In tetrahydrofuran; for 1h;
DOI:10.1021/ol035965c

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 645390-02-9
4-(1-aza-4-triisopropylsilyloxy-bicyclo[4.4.0]dec-2-yl)-1,2-dimethoxybenzene

Guidance literature:: Multi-step reaction with 11 steps

1.1: 72 percent / imidazole / dimethylformamide / 13 h / 20 °C

2.1: 77 percent / sodium methoxide / methanol / 0.25 h / 20 °C

3.1: 83 percent / MnO₂ / CH₂Cl₂ / 15 h

4.1: 96 percent / Karstedt's catalyst / Heating

5.1: 70 percent / TiCl₄ / CH₂Cl₂ / 1.33 h / -78 °C

6.1: 81 percent / methanesulfonyl chloride; 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 45 °C

7.1: 95 percent / H₂ / Pd/C / ethanol / 10 h / atmospheric pressure

8.1: 90 percent / PPh₃; diisopropylazodicarboxylate / tetrahydrofuran / 1.5 h / cooling

9.1: 90 percent / H₂ / Pd/C / ethanol / 6 h / atmospheric pressure

10.1: 60 percent / acetonitrile; toluene / 2 h / UV-irradiation

11.1: CeCl₃ / tetrahydrofuran / 0 - 20 °C

11.2: 85 percent / NaBH₃CN; glacial acetic acid / tetrahydrofuran / 1 h

With 1H-imidazole; dmap; manganese(IV) oxide; cerium(III) chloride; di-isopropyl azodicarboxylate; chloroplatinic acid 1,1,3,3-tetramethyl-1,3-divinyldisiloxane complex; hydrogen; sodium methylate; titanium tetrachloride; methanesulfonyl chloride; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ol035965c

Reference yield:

: 645390-09-6
(1R,4S)-(-)-4-triisopropylsilyloxy-1-hydroxycyclopent-2-ene

: 645390-02-9
4-(1-aza-4-triisopropylsilyloxy-bicyclo[4.4.0]dec-2-yl)-1,2-dimethoxybenzene

Guidance literature:: Multi-step reaction with 9 steps

1.1: 83 percent / MnO₂ / CH₂Cl₂ / 15 h

2.1: 96 percent / Karstedt's catalyst / Heating

3.1: 70 percent / TiCl₄ / CH₂Cl₂ / 1.33 h / -78 °C

4.1: 81 percent / methanesulfonyl chloride; 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 45 °C

5.1: 95 percent / H₂ / Pd/C / ethanol / 10 h / atmospheric pressure

6.1: 90 percent / PPh₃; diisopropylazodicarboxylate / tetrahydrofuran / 1.5 h / cooling

7.1: 90 percent / H₂ / Pd/C / ethanol / 6 h / atmospheric pressure

8.1: 60 percent / acetonitrile; toluene / 2 h / UV-irradiation

9.1: CeCl₃ / tetrahydrofuran / 0 - 20 °C

9.2: 85 percent / NaBH₃CN; glacial acetic acid / tetrahydrofuran / 1 h

With dmap; manganese(IV) oxide; cerium(III) chloride; di-isopropyl azodicarboxylate; chloroplatinic acid 1,1,3,3-tetramethyl-1,3-divinyldisiloxane complex; hydrogen; titanium tetrachloride; methanesulfonyl chloride; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ol035965c