2,3,4,4a,5,6,7,8-octahydro-1-<(dimethylphenylsilyl)methyl>-4a-<(methyloxy)carbonyl>-6,6-(ethylenedioxy)-2(1H)-naphthalenone

Base Information

Chemical Name:2,3,4,4a,5,6,7,8-octahydro-1-<(dimethylphenylsilyl)methyl>-4a-<(methyloxy)carbonyl>-6,6-(ethylenedioxy)-2(1H)-naphthalenone
CAS No.:145315-73-7
Molecular Formula:C₂₃H₃₀O₅Si
Molecular Weight:414.574
Hs Code.:

Synonyms:2,3,4,4a,5,6,7,8-octahydro-1-<(dimethylphenylsilyl)methyl>-4a-<(methyloxy)carbonyl>-6,6-(ethylenedioxy)-2(1H)-naphthalenone

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Chemical Property of 2,3,4,4a,5,6,7,8-octahydro-1-<(dimethylphenylsilyl)methyl>-4a-<(methyloxy)carbonyl>-6,6-(ethylenedioxy)-2(1H)-naphthalenone

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Technology Process of 2,3,4,4a,5,6,7,8-octahydro-1-<(dimethylphenylsilyl)methyl>-4a-<(methyloxy)carbonyl>-6,6-(ethylenedioxy)-2(1H)-naphthalenone

There total 1 articles about 2,3,4,4a,5,6,7,8-octahydro-1-<(dimethylphenylsilyl)methyl>-4a-<(methyloxy)carbonyl>-6,6-(ethylenedioxy)-2(1H)-naphthalenone 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: 59.0%

: 52506-21-5
8-oxo-1,4-dioxa-spiro[4.5]decane-7-carboxylic acid methyl ester

: 145315-64-6
5-(dimethylphenylsilyl)-1-penten-3-one

: 86119-05-3
5'-methyl-6'-oxo-4',6',7',8'-tetrahydro-3'H-spiro[[1,3]dioxolane-2,2'-naphthalene]-8'a-carboxylic acid methyl ester

: 149764-75-0
5'-[(Dimethyl-phenyl-silanyl)-methyl]-1',3',4',7',8',8'a-hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-6'-one

: 145315-73-7
2,3,4,4a,5,6,7,8-octahydro-1-<(dimethylphenylsilyl)methyl>-4a-<(methyloxy)carbonyl>-6,6-(ethylenedioxy)-2(1H)-naphthalenone

: 2-[2-(2-Carboxy-ethyl)-[1,3]dioxolan-2-ylmethyl]-7-(dimethyl-phenyl-silanyl)-5-oxo-heptanoic acid methyl ester

Guidance literature:: With potassium carbonate; In methanol; for 12h; Heating;

Reference yield: 95.0%

: 145315-73-7
2,3,4,4a,5,6,7,8-octahydro-1-<(dimethylphenylsilyl)methyl>-4a-<(methyloxy)carbonyl>-6,6-(ethylenedioxy)-2(1H)-naphthalenone

: 145315-80-6
trans-1,2,3,4,4a,5,6,7,8,8aα-decahydro-1α-<(dimethylphenylsilyl)methyl>-4aβ-<(methyloxy)carbonyl>-6,6-(ethylenedioxy)-2(1H)-naphthalenone

Guidance literature:: With ammonia; lithium; In tetrahydrofuran; 1) -78 deg C, 20 min, 2) -78 deg C to RT;
DOI:10.1021/jo00052a068

Reference yield:

: 145315-73-7
2,3,4,4a,5,6,7,8-octahydro-1-<(dimethylphenylsilyl)methyl>-4a-<(methyloxy)carbonyl>-6,6-(ethylenedioxy)-2(1H)-naphthalenone

: 145332-92-9
{(4'aR,5'R,8'aR)-6'-(tert-Butyl-dimethyl-silanyloxy)-5'-[(dimethyl-phenyl-silanyl)-methyl]-4',4'a,5',8'-tetrahydro-3'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'a-yl}-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / liq. NH₃, Li / tetrahydrofuran / 1) -78 deg C, 20 min, 2) -78 deg C to RT

2: 90 percent / NEt₃ / CH₂Cl₂ / 0 °C

3: LiAlH₄ / tetrahydrofuran / 8 h / 0 deg C to RT

With lithium aluminium tetrahydride; ammonia; lithium; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00052a068