meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-diacetoxy-1,10-bis(3-methylphenyl)-octadecahydronaphthacene

Base Information

Chemical Name:meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-diacetoxy-1,10-bis(3-methylphenyl)-octadecahydronaphthacene
CAS No.:460753-56-4
Molecular Formula:C₃₆H₄₆O₄
Molecular Weight:542.759
Hs Code.:

Synonyms:meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-diacetoxy-1,10-bis(3-methylphenyl)-octadecahydronaphthacene

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Chemical Property of meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-diacetoxy-1,10-bis(3-methylphenyl)-octadecahydronaphthacene

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Technology Process of meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-diacetoxy-1,10-bis(3-methylphenyl)-octadecahydronaphthacene

There total 2 articles about meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-diacetoxy-1,10-bis(3-methylphenyl)-octadecahydronaphthacene 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: 88.0%

: 108-24-7
acetic anhydride

: 460753-55-3
meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-dihydroxy-1,10-bis(3-methylphenyl)-octadecahydronaphthacene

: 460753-56-4
meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-diacetoxy-1,10-bis(3-methylphenyl)-octadecahydronaphthacene

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 ℃; for 13h;
DOI:10.1016/j.tetlet.2004.12.002

Reference yield:

: 267884-99-1
meso-(1R,4aR,5as,6aS,10S,10aS,11as,12aR)-1,10-bis(3-methylphenyl)-1,3,4,5,6,7,8,10,11,12,4a,5a,6a,10a,11a,12a-hexadecahydronaphthacene-2,9-dione

: 460753-56-4
meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-diacetoxy-1,10-bis(3-methylphenyl)-octadecahydronaphthacene

Guidance literature:: Multi-step reaction with 2 steps

1: 61 percent / lithium aluminium hydride; cc. sulfonic acid / tetrahydrofuran / 0.17 h / 0 °C

2: 88 percent / 4-(N,N-dimethylamino)pyridine; pyridine / CH₂Cl₂ / 13 h / 0 °C

With pyridine; dmap; lithium aluminium tetrahydride; sulfonic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2004.12.002

Reference yield:

: 460753-56-4
meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-diacetoxy-1,10-bis(3-methylphenyl)-octadecahydronaphthacene

: meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-diacetoxy-1,10-bis(3-formylphenyl)-octadecahydronaphthacene

Guidance literature:: Multi-step reaction with 3 steps

1: N-bromosuccinimide; 2,2'-azobisisobutyronitrile / CCl₄ / 0.67 h / Heating

2: calcium carbonate; water / dioxane / 12 h / 100 °C

3: pyridinium chlorochromate / CH₂Cl₂ / 16 h / 20 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); water; pyridinium chlorochromate; calcium carbonate; In 1,4-dioxane; tetrachloromethane; dichloromethane;
DOI:10.1016/j.tetlet.2004.12.002