4,5,8-tris-benzyloxy-2-tert-butyldimethylsiloxymethyl-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalene

Base Information

Chemical Name:4,5,8-tris-benzyloxy-2-tert-butyldimethylsiloxymethyl-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalene
CAS No.:362662-54-2
Molecular Formula:C₄₃H₅₂O₈Si
Molecular Weight:724.967
Hs Code.:

Synonyms:4,5,8-tris-benzyloxy-2-tert-butyldimethylsiloxymethyl-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalene

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Chemical Property of 4,5,8-tris-benzyloxy-2-tert-butyldimethylsiloxymethyl-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalene

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Technology Process of 4,5,8-tris-benzyloxy-2-tert-butyldimethylsiloxymethyl-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalene

There total 5 articles about 4,5,8-tris-benzyloxy-2-tert-butyldimethylsiloxymethyl-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalene 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: 87.0%

: 107-30-2
chloromethyl methyl ether

: 362662-61-1
[1,5,8-tris-benzyloxy-3-(tert-butyldimethylsiloxymethyl)-4,6-dimethoxy-naphthalen-2-yl]-methanol

: 362662-54-2
4,5,8-tris-benzyloxy-2-tert-butyldimethylsiloxymethyl-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalene

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ol016220e

Reference yield:

: 100-39-0
benzyl bromide

: 362662-54-2
4,5,8-tris-benzyloxy-2-tert-butyldimethylsiloxymethyl-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalene

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / K₂CO₃; nBu₄NI / acetone / 48 h / 50 °C

2: 80 percent / DDQ; H₂O / CH₂Cl₂ / 1 h / 20 °C

3: 96 percent / NaBH₄ / tetrahydrofuran; methanol / 1.5 h / 20 °C

4: 87 percent / iPr₂NEt / CH₂Cl₂ / 0 - 20 °C

With sodium tetrahydroborate; water; tetra-(n-butyl)ammonium iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1021/ol016220e

Reference yield:

: 362662-53-1
1,5,8-tris-benzyloxy-3-(tert-butyldimethylsiloxymethyl)-4,6-dimethoxy-naphthalene-2-carbaldehyde

: 362662-54-2
4,5,8-tris-benzyloxy-2-tert-butyldimethylsiloxymethyl-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalene

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / NaBH₄ / tetrahydrofuran; methanol / 1.5 h / 20 °C

2: 87 percent / iPr₂NEt / CH₂Cl₂ / 0 - 20 °C

With sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol016220e