6-{2-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-1-methyl-ethyl}-4-hydroxy-3-propionyl-pyran-2-one

Base Information

Chemical Name:6-{2-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-1-methyl-ethyl}-4-hydroxy-3-propionyl-pyran-2-one
CAS No.:808132-22-1
Molecular Formula:C₂₄H₃₄O₅Si
Molecular Weight:430.616
Hs Code.:

6-{2-[4-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-phenyl]-1-methyl-ethyl}-4-hydroxy-3-propionyl-pyran-2-one

Synonyms:6-{2-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-1-methyl-ethyl}-4-hydroxy-3-propionyl-pyran-2-one

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Chemical Property of 6-{2-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-1-methyl-ethyl}-4-hydroxy-3-propionyl-pyran-2-one

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Technology Process of 6-{2-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-1-methyl-ethyl}-4-hydroxy-3-propionyl-pyran-2-one

There total 1 articles about 6-{2-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-1-methyl-ethyl}-4-hydroxy-3-propionyl-pyran-2-one 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: 55.0%

: 52852-46-7
6-ethyl-4-hydroxy-3-propionyl-2-H-pyran-2-one

: 125320-20-9
4-(bromomethyl)-t-butyldimethylsilyloxymethylbenzene

: 808132-22-1
6-{2-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-1-methyl-ethyl}-4-hydroxy-3-propionyl-pyran-2-one

Guidance literature:: 6-ethyl-4-hydroxy-3-propionyl-2-H-pyran-2-one; With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

4-(bromomethyl)-t-butyldimethylsilyloxymethylbenzene; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1016/j.bmcl.2004.08.045

Reference yield:

: 808132-22-1
6-{2-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-1-methyl-ethyl}-4-hydroxy-3-propionyl-pyran-2-one

: 808132-56-1
4-hydroxy-6-[2-(4-hydroxymethyl-phenyl)-1-methyl-ethyl]-3-propionyl-pyran-2-one

Guidance literature:: With acetic acid; In tetrahydrofuran; at 23 ℃; for 12h;
DOI:10.1016/j.bmcl.2004.08.045

Reference yield:

: 808132-22-1
6-{2-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-1-methyl-ethyl}-4-hydroxy-3-propionyl-pyran-2-one

: 4-{2-[5-((2E,4E)-2,5-Dimethyl-nona-2,4-dienoyl)-4-hydroxy-6-oxo-6H-pyran-2-yl]-propyl}-benzoyl azide

Guidance literature:: Multi-step reaction with 8 steps

1.1: aq. AcOH / tetrahydrofuran / 12 h / 23 °C

2.1: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 2 h / 23 °C

3.1: aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol / 2 h / 23 °C

4.1: benzene; methanol / 1 h / 23 °C

5.1: TiCl₄ / CH₂Cl₂ / 0.5 h / -78 °C

5.2: DIPEA / CH₂Cl₂ / 3 h / -78 °C

5.3: CH₂Cl₂ / 48 h / -78 °C

6.1: aq. LiOH / tetrahydrofuran / 12 h / 23 °C

7.1: DIPEA / acetone / 1.5 h / 0 °C

8.1: aq. NaN₃ / acetone / 1.5 h / 0 °C

With lithium hydroxide; sodium chlorite; sodium dihydrogenphosphate; sodium azide; 2-methyl-but-2-ene; titanium tetrachloride; sodium hydrogencarbonate; Dess-Martin periodane; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetone; tert-butyl alcohol; benzene; 2.1: Dess-Martin oxidation;
DOI:10.1016/j.bmcl.2004.08.045