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

Base Information

Chemical Name:trans-1,2,3,4,4a,5,6,7,8,8aα-decahydro-1α-<(dimethylphenylsilyl)methyl>-4aβ-<(methyloxy)carbonyl>-6,6-(ethylenedioxy)-2(1H)-naphthalenone
CAS No.:145315-80-6
Molecular Formula:C₂₃H₃₂O₅Si
Molecular Weight:416.59
Hs Code.:

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

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

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

There total 1 articles about trans-1,2,3,4,4a,5,6,7,8,8aα-decahydro-1α-<(dimethylphenylsilyl)methyl>-4aβ-<(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: 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: 90.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 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

: 145332-91-8
trans-1,4,4a,5,6,7,8,8aα-octahydro-2-(tert-butyldimethylsiloxy)-1α-<(dimethylphenylsilyl)methyl>-4aβ-<(methyloxy)carbonyl>-6,6-(ethylenedioxy)naphthalene

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃;
DOI:10.1021/jo00052a068

Reference yield:

: 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

: 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 2 steps

1: 90 percent / NEt₃ / CH₂Cl₂ / 0 °C

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

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