6-[5-(tert-butyldimethylsilyloxy)-2-oxopentyl]-2,4-dimethoxy-3-methylbenzaldehyde

Base Information

Chemical Name:6-[5-(tert-butyldimethylsilyloxy)-2-oxopentyl]-2,4-dimethoxy-3-methylbenzaldehyde
CAS No.:606926-21-0
Molecular Formula:C₂₁H₃₄O₅Si
Molecular Weight:394.583
Hs Code.:

Synonyms:6-[5-(tert-butyldimethylsilyloxy)-2-oxopentyl]-2,4-dimethoxy-3-methylbenzaldehyde

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Chemical Property of 6-[5-(tert-butyldimethylsilyloxy)-2-oxopentyl]-2,4-dimethoxy-3-methylbenzaldehyde

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Technology Process of 6-[5-(tert-butyldimethylsilyloxy)-2-oxopentyl]-2,4-dimethoxy-3-methylbenzaldehyde

There total 2 articles about 6-[5-(tert-butyldimethylsilyloxy)-2-oxopentyl]-2,4-dimethoxy-3-methylbenzaldehyde 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%

: 606926-20-9
6-{2-[3-(tert-butyldimethylsilyloxy)propyl]-[1,3]dithian-2-ylmethyl}-2,4-dimethoxy-3-methylbenzaldehyde

: 606926-21-0
6-[5-(tert-butyldimethylsilyloxy)-2-oxopentyl]-2,4-dimethoxy-3-methylbenzaldehyde

Guidance literature:: With mercury(II) diacetate; In water; acetonitrile; at 20 ℃; for 1h;
DOI:10.1016/S0040-4020(03)01066-4

Reference yield:

: 606926-17-4
1-chloromethyl-2-dimethoxymethyl-3,5-dimethoxybenzene

: 606926-21-0
6-[5-(tert-butyldimethylsilyloxy)-2-oxopentyl]-2,4-dimethoxy-3-methylbenzaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 4.5 h / -40 - -30 °C

1.2: tetrahydrofuran; hexane / -78 - 20 °C

2.1: n-BuLi / tetrahydrofuran / 5.5 h / -20 - -10 °C

2.2: 75 percent / tetrahydrofuran / 20 °C

3.1: 95 percent / p-TsOH / acetone / 0.08 h / 20 °C

4.1: 83 percent / Hg(OAc)2 / acetonitrile; H₂O / 1 h / 20 °C

With n-butyllithium; mercury(II) diacetate; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; water; acetone; acetonitrile;
DOI:10.1016/S0040-4020(03)01066-4