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

Base Information

Chemical Name:4,5,8-tris-benzyloxy-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalene-2-ol
CAS No.:362662-56-4
Molecular Formula:C₃₆H₃₆O₈
Molecular Weight:596.677
Hs Code.:

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

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

Chemical Property:

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

There total 9 articles about 4,5,8-tris-benzyloxy-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalene-2-ol 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:

: formic acid 4,5,8-tris-benzyloxy-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalen-2-yl ester

: 362662-56-4
4,5,8-tris-benzyloxy-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalene-2-ol

Guidance literature:: With ammonia; In ethanol; for 0.0833333h;
DOI:10.1021/ol016220e

Reference yield:

: 100-39-0
benzyl bromide

: 362662-56-4
4,5,8-tris-benzyloxy-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalene-2-ol

Guidance literature:: Multi-step reaction with 8 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

5: 99 percent / TBAF / tetrahydrofuran / 3 h / 20 °C

6: 90 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

7: mCPBA; NaHCO₃ / CH₂Cl₂ / 20 °C

8: NH₃ / ethanol / 0.08 h

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; ammonia; water; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; 6: Dess-Martin oxidation / 7: Baeyer-Villiger oxidation;
DOI:10.1021/ol016220e

Reference yield:

: 362662-55-3
4,5,8-tris-benzyloxy-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalene-2-carbaldehyde

: 362662-56-4
4,5,8-tris-benzyloxy-1,7-dimethoxy-3-methoxymethoxymethyl-naphthalene-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: mCPBA; NaHCO₃ / CH₂Cl₂ / 20 °C

2: NH₃ / ethanol / 0.08 h

With ammonia; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; 1: Baeyer-Villiger oxidation;
DOI:10.1021/ol016220e