6-(tert-butyl-dimethyl-silanyloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-7-methoxy-3a,4,9,9a-tetrahydro-3H-naphtho[2,3-c]furan-1-one

Base Information

Chemical Name:6-(tert-butyl-dimethyl-silanyloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-7-methoxy-3a,4,9,9a-tetrahydro-3H-naphtho[2,3-c]furan-1-one
CAS No.:553642-24-3
Molecular Formula:C₃₂H₄₈O₆Si₂
Molecular Weight:584.901
Hs Code.:

6-(<i>tert</i>-butyl-dimethyl-silanyloxy)-4-[4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-7-methoxy-3a,4,9,9a-tetrahydro-3<i>H</i>-naphtho[2,3-<i>c</i>]furan-1-one

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Chemical Property of 6-(tert-butyl-dimethyl-silanyloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-7-methoxy-3a,4,9,9a-tetrahydro-3H-naphtho[2,3-c]furan-1-one

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Technology Process of 6-(tert-butyl-dimethyl-silanyloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-7-methoxy-3a,4,9,9a-tetrahydro-3H-naphtho[2,3-c]furan-1-one

There total 5 articles about 6-(tert-butyl-dimethyl-silanyloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-7-methoxy-3a,4,9,9a-tetrahydro-3H-naphtho[2,3-c]furan-1-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:

: 6-(tert-butyl-dimethyl-silanyloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-3-hydroxymethyl-7-methoxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid methyl ester

: 553642-24-3
6-(tert-butyl-dimethyl-silanyloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-7-methoxy-3a,4,9,9a-tetrahydro-3H-naphtho[2,3-c]furan-1-one

: 6-(tert-butyl-dimethyl-silanyloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-7-methoxy-3a,4,9,9a-tetrahydro-3H-naphtho[2,3-c]furan-1-one

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 23 ℃; for 1h;
DOI:10.1016/S0957-4166(03)00154-X

Reference yield:

: 69404-94-0
O-tert-butyldimethylsilylvanillin

: 553642-24-3
6-(tert-butyl-dimethyl-silanyloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-7-methoxy-3a,4,9,9a-tetrahydro-3H-naphtho[2,3-c]furan-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: 26 percent / t-BuOK / tetrahydrofuran / 1.83 h / 0 °C

2: 70 percent / p-acetamidobenzenesulfonyl azide; DBU / acetonitrile / 2 h / 0 °C

3: Rh₂(S-DOSP)4 / various solvent(s) / 0.75 h / 50 °C

4: methylaluminium sesquichloride / CH₂Cl₂; hexane / 1 h / 0 °C

5: TsOH*H₂O / CH₂Cl₂ / 1 h / 23 °C

With Rh₂[(N-(4-dodecylphenyl)sulfonyl)-(S)-prolinate]4; 4-acetamidobenzenesulfonyl azide; potassium tert-butylate; methylaluminum dichloride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; hexane; dichloromethane; acetonitrile; 1: Wittig reaction / 4: Prins reaction;
DOI:10.1016/S0957-4166(03)00154-X

Reference yield:

: (E)-methyl (4-tert-butyldimethylsilyloxy-3-methoxyphenyl)vinylacetate

: 553642-24-3
6-(tert-butyl-dimethyl-silanyloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-7-methoxy-3a,4,9,9a-tetrahydro-3H-naphtho[2,3-c]furan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / p-acetamidobenzenesulfonyl azide; DBU / acetonitrile / 2 h / 0 °C

2: Rh₂(S-DOSP)4 / various solvent(s) / 0.75 h / 50 °C

3: methylaluminium sesquichloride / CH₂Cl₂; hexane / 1 h / 0 °C

4: TsOH*H₂O / CH₂Cl₂ / 1 h / 23 °C

With Rh₂[(N-(4-dodecylphenyl)sulfonyl)-(S)-prolinate]4; 4-acetamidobenzenesulfonyl azide; methylaluminum dichloride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In hexane; dichloromethane; acetonitrile; 3: Prins reaction;
DOI:10.1016/S0957-4166(03)00154-X