5-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-benzyl]-6-methyl-heptan-2-one

Base Information

Chemical Name:5-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-benzyl]-6-methyl-heptan-2-one
CAS No.:386703-35-1
Molecular Formula:C₂₄H₄₂O₃Si
Molecular Weight:406.681
Hs Code.:

5-[2-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-benzyl]-6-methyl-heptan-2-one

Synonyms:5-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-benzyl]-6-methyl-heptan-2-one

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Chemical Property of 5-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-benzyl]-6-methyl-heptan-2-one

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Technology Process of 5-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-benzyl]-6-methyl-heptan-2-one

There total 12 articles about 5-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-benzyl]-6-methyl-heptan-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: 92.0%

: 386703-34-0
5-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-phenyl]-meth-(Z)-ylidene]-6-methyl-heptan-2-one

: 386703-35-1
5-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-benzyl]-6-methyl-heptan-2-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 25 ℃; for 2h; under 760 Torr;
DOI:10.1002/1521-3773(20011001)40:19<3675::AID-ANIE3675>3.0.CO;2-G

Reference yield:

: 656252-28-7
5-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-phenyl]-meth-(Z)-ylidene]-6-methyl-heptan-2-one

: 386703-35-1
5-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-benzyl]-6-methyl-heptan-2-one

Guidance literature:: With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 2h;
DOI:10.1021/ja030498f

Reference yield:

: 656252-26-5
3-but-3-enyl-8-methoxy-6-methyl-isochroman-1-one

: 386703-35-1
5-[2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-5-methyl-benzyl]-6-methyl-heptan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: LAH / tetrahydrofuran / 0.5 h / 20 °C

2.1: Et₃N; DMF / CH₂Cl₂ / 14 h

3.1: 94 percent / Et₃N; SO₃*py / CH₂Cl₂; dimethylsulfoxide / 1 h / 0 °C

4.1: CeCl₃ / tetrahydrofuran / 1 h / -78 °C

4.2: 88 percent / tetrahydrofuran / 2 h / -78 - 0 °C

5.1: pyridine; SOCl₂ / CH₂Cl₂ / 2.5 h / -50 - -30 °C

5.2: 114 mg / aq. Cu(OAc)2; Pd(OAc)2; O₂ / N,N-dimethyl-acetamide / 18 h

6.1: NaHCO₃; H₂ / Pd/C / ethyl acetate / 2 h / 20 °C

With pyridine; lithium aluminium tetrahydride; thionyl chloride; cerium(III) chloride; pyridine-SO₃ complex; hydrogen; sodium hydrogencarbonate; triethylamine; N,N-dimethyl-formamide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; ethyl acetate; 5.2: Wacker oxidation;
DOI:10.1021/ja030498f