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

Base Information

Chemical Name:meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-bis(3-carboxyethanoyl)-1,10-bis(3-(2-phenylethenyl)phenyl)-octadecahydronaphthacene
CAS No.:460753-61-1
Molecular Formula:C₅₄H₅₈O₈
Molecular Weight:835.05
Hs Code.:

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

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

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

There total 6 articles about meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-bis(3-carboxyethanoyl)-1,10-bis(3-(2-phenylethenyl)phenyl)-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: 91.0%

: 108-30-5
succinic acid anhydride

: 460753-60-0
meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-dihydroxy-1,10-bis(3-(2-phenylethenyl)phenyl)-octadecahydronaphthacene

: 460753-61-1
meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-bis(3-carboxyethanoyl)-1,10-bis(3-(2-phenylethenyl)phenyl)-octadecahydronaphthacene

Guidance literature:: With dmap; In various solvent(s); for 35h; Heating;
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

: 460753-61-1
meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-bis(3-carboxyethanoyl)-1,10-bis(3-(2-phenylethenyl)phenyl)-octadecahydronaphthacene

Guidance literature:: Multi-step reaction with 5 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

4: 82 percent / sodium hydride / 1,2-dimethoxy-ethane; various solvent(s) / 39 h / 20 °C

5: 91 percent / 4-(N,N-dimethylamino)pyridine / various solvent(s) / 35 h / Heating

With dmap; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); water; sodium hydride; pyridinium chlorochromate; calcium carbonate; In 1,4-dioxane; tetrachloromethane; 1,2-dimethoxyethane; dichloromethane; 4: Honnor-Emmons-Wittig reaction;
DOI:10.1016/j.tetlet.2004.12.002

Reference yield:

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

: 460753-61-1
meso-(1R,2S,4aR,5as,6aS,9R,10S,10aS,11as,12aR)-2,9-bis(3-carboxyethanoyl)-1,10-bis(3-(2-phenylethenyl)phenyl)-octadecahydronaphthacene

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / 4-(N,N-dimethylamino)pyridine; pyridine / CH₂Cl₂ / 13 h / 0 °C

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

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

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

5: 82 percent / sodium hydride / 1,2-dimethoxy-ethane; various solvent(s) / 39 h / 20 °C

6: 91 percent / 4-(N,N-dimethylamino)pyridine / various solvent(s) / 35 h / Heating

With pyridine; dmap; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); water; sodium hydride; pyridinium chlorochromate; calcium carbonate; In 1,4-dioxane; tetrachloromethane; 1,2-dimethoxyethane; dichloromethane; 5: Honnor-Emmons-Wittig reaction;
DOI:10.1016/j.tetlet.2004.12.002