6-((2S,5R,6S)-5-((2S,5S,6R)-5-benzyloxy-6-methyl-tetrahydropyranyloxy)-6-methyltetrahydro-2-pyranyl)-1,4-dihydro-1,4-epoxy-5,9,10-trimethoxyanthracene

Base Information

Chemical Name:6-((2S,5R,6S)-5-((2S,5S,6R)-5-benzyloxy-6-methyl-tetrahydropyranyloxy)-6-methyltetrahydro-2-pyranyl)-1,4-dihydro-1,4-epoxy-5,9,10-trimethoxyanthracene
CAS No.:903904-05-2
Molecular Formula:C₃₆H₄₂O₈
Molecular Weight:602.725
Hs Code.:

6-((2S,5R,6S)-5-((2S,5S,6R)-5-benzyloxy-6-methyl-tetrahydropyranyloxy)-6-methyltetrahydro-2-pyranyl)-1,4-dihydro-1,4-epoxy-5,9,10-trimethoxyanthracene

Synonyms:6-((2S,5R,6S)-5-((2S,5S,6R)-5-benzyloxy-6-methyl-tetrahydropyranyloxy)-6-methyltetrahydro-2-pyranyl)-1,4-dihydro-1,4-epoxy-5,9,10-trimethoxyanthracene

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Chemical Property of 6-((2S,5R,6S)-5-((2S,5S,6R)-5-benzyloxy-6-methyl-tetrahydropyranyloxy)-6-methyltetrahydro-2-pyranyl)-1,4-dihydro-1,4-epoxy-5,9,10-trimethoxyanthracene

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Technology Process of 6-((2S,5R,6S)-5-((2S,5S,6R)-5-benzyloxy-6-methyl-tetrahydropyranyloxy)-6-methyltetrahydro-2-pyranyl)-1,4-dihydro-1,4-epoxy-5,9,10-trimethoxyanthracene

There total 9 articles about 6-((2S,5R,6S)-5-((2S,5S,6R)-5-benzyloxy-6-methyl-tetrahydropyranyloxy)-6-methyltetrahydro-2-pyranyl)-1,4-dihydro-1,4-epoxy-5,9,10-trimethoxyanthracene 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: 85.0%

: 110-00-9
furan

: 903904-03-0
7-fluoro-2-((2S,5R,6S)-5-((2S,5S,6R)-5-benzyloxy-6-methyl-tetrahydropyranyloxy)-6-methyltetrahydro-2-pyranyl)-1,5,8-trimethoxynaphthalene

: 903904-05-2
6-((2S,5R,6S)-5-((2S,5S,6R)-5-benzyloxy-6-methyl-tetrahydropyranyloxy)-6-methyltetrahydro-2-pyranyl)-1,4-dihydro-1,4-epoxy-5,9,10-trimethoxyanthracene

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 - 23 ℃;
DOI:10.1021/ol061007+

Reference yield:

: 871567-63-4
(5R,6S)-5-acetoxy-6-methyltetrahydro-2-pyranyl acetate

: 903904-05-2
6-((2S,5R,6S)-5-((2S,5S,6R)-5-benzyloxy-6-methyl-tetrahydropyranyloxy)-6-methyltetrahydro-2-pyranyl)-1,4-dihydro-1,4-epoxy-5,9,10-trimethoxyanthracene

Guidance literature:: Multi-step reaction with 8 steps

1: 59 percent / Cp₂HfCl₂; AgClO₄; 4 Angstroem molecular sieves / CH₂Cl₂ / 4 h / -78 - 23 °C

2: 96 percent / NaH / dimethylformamide / 4 h / 0 - 23 °C

3: 92 percent / K₂CO₃ / methanol / 18 h / 23 °C

4: 78 percent / InCl₃ / CH₂Cl₂ / 1 h

5: 90 percent / H₂ / Pd/C / ethyl acetate

6: 100 percent / K₂CO₃ / methanol / 18 h

7: 83 percent / NaH / dimethylformamide / 18 h / 23 °C

8: 85 percent / n-BuLi / tetrahydrofuran / -78 - 23 °C

With indium(III) chloride; n-butyllithium; bis(cyclopentadienyl)hafnium dichloride; 4 A molecular sieve; hydrogen; silver perchlorate; sodium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol061007+

Reference yield:

: 903903-98-0
7-fluoro-2-((2S,5R,6S)-5-hydroxy-6-methyltetrahydro-2-pyranyl)-1,5,8-trimethoxynaphthalene

: 903904-05-2
6-((2S,5R,6S)-5-((2S,5S,6R)-5-benzyloxy-6-methyl-tetrahydropyranyloxy)-6-methyltetrahydro-2-pyranyl)-1,4-dihydro-1,4-epoxy-5,9,10-trimethoxyanthracene

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / InCl₃ / CH₂Cl₂ / 1 h

2: 90 percent / H₂ / Pd/C / ethyl acetate

3: 100 percent / K₂CO₃ / methanol / 18 h

4: 83 percent / NaH / dimethylformamide / 18 h / 23 °C

5: 85 percent / n-BuLi / tetrahydrofuran / -78 - 23 °C

With indium(III) chloride; n-butyllithium; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol061007+