3-(2-(trimethylsilyl)ethoxy)-4-formyl-2-methyl-5-(2-oxopropyl)phenyl-tert-butyl carbonate

Base Information

Chemical Name:3-(2-(trimethylsilyl)ethoxy)-4-formyl-2-methyl-5-(2-oxopropyl)phenyl-tert-butyl carbonate
CAS No.:908291-99-6
Molecular Formula:C₂₁H₃₂O₆Si
Molecular Weight:408.567
Hs Code.:

Synonyms:3-(2-(trimethylsilyl)ethoxy)-4-formyl-2-methyl-5-(2-oxopropyl)phenyl-tert-butyl carbonate

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Chemical Property of 3-(2-(trimethylsilyl)ethoxy)-4-formyl-2-methyl-5-(2-oxopropyl)phenyl-tert-butyl carbonate

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Technology Process of 3-(2-(trimethylsilyl)ethoxy)-4-formyl-2-methyl-5-(2-oxopropyl)phenyl-tert-butyl carbonate

There total 7 articles about 3-(2-(trimethylsilyl)ethoxy)-4-formyl-2-methyl-5-(2-oxopropyl)phenyl-tert-butyl carbonate 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: 83.0%

: 908291-88-3
8-(2-(trimethylsilyl)ethoxy)-3,7-dimethyl-1-oxo-1H-isochromen-6-yl tert-butyl carbonate

: 908291-99-6
3-(2-(trimethylsilyl)ethoxy)-4-formyl-2-methyl-5-(2-oxopropyl)phenyl-tert-butyl carbonate

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1021/ol0610993

Reference yield:

: 908292-00-2
4-O-(t-butoxycarbonyl)-2-hydroxy-3,6-dimethyl methylbenzoate

: 908291-99-6
3-(2-(trimethylsilyl)ethoxy)-4-formyl-2-methyl-5-(2-oxopropyl)phenyl-tert-butyl carbonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / triphenylphosphine; diisopropyl diazodicarboxylate / tetrahydrofuran / 1 h

2.1: diisopropylamine; nBuLi / tetrahydrofuran; various solvent(s) / -78 - 0 °C

2.2: 81 percent / N,N,N',N'-tetramethylethylenediamine / 2 h / -78 °C

3.1: 98 percent / NaH; t-BuOH / tetrahydrofuran; various solvent(s) / -20 - 0 °C

4.1: 83 percent / diisobutylaluminum hydride / tetrahydrofuran; various solvent(s) / 0.5 h / -78 °C

With n-butyllithium; di-isopropyl azodicarboxylate; sodium hydride; diisobutylaluminium hydride; diisopropylamine; triphenylphosphine; tert-butyl alcohol; In tetrahydrofuran; 1.1: Mitsunobu reaction;
DOI:10.1021/ol0610993

Reference yield:

: 908291-86-1
4-O-(t-butoxycarbonyl)-3,6-dimethyl-2-(trimethylsilyl)ethoxy methylbenzoate

: 908291-99-6
3-(2-(trimethylsilyl)ethoxy)-4-formyl-2-methyl-5-(2-oxopropyl)phenyl-tert-butyl carbonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisopropylamine; nBuLi / tetrahydrofuran; various solvent(s) / -78 - 0 °C

1.2: 81 percent / N,N,N',N'-tetramethylethylenediamine / 2 h / -78 °C

2.1: 98 percent / NaH; t-BuOH / tetrahydrofuran; various solvent(s) / -20 - 0 °C

3.1: 83 percent / diisobutylaluminum hydride / tetrahydrofuran; various solvent(s) / 0.5 h / -78 °C

With n-butyllithium; sodium hydride; diisobutylaluminium hydride; diisopropylamine; tert-butyl alcohol; In tetrahydrofuran;
DOI:10.1021/ol0610993