dimethyl 2,2'-((3aS,9bR)-7-(benzoyloxy)-3a-hydroxy-3,3a,4,9b-tetrahydrocyclopenta[c]chromene-1,2-diyl)diacetate

Base Information

Chemical Name:dimethyl 2,2'-((3aS,9bR)-7-(benzoyloxy)-3a-hydroxy-3,3a,4,9b-tetrahydrocyclopenta[c]chromene-1,2-diyl)diacetate
CAS No.:1439355-25-5
Molecular Formula:C₂₅H₂₄O₈
Molecular Weight:452.461
Hs Code.:

Synonyms:dimethyl 2,2'-((3aS,9bR)-7-(benzoyloxy)-3a-hydroxy-3,3a,4,9b-tetrahydrocyclopenta[c]chromene-1,2-diyl)diacetate

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Chemical Property of dimethyl 2,2'-((3aS,9bR)-7-(benzoyloxy)-3a-hydroxy-3,3a,4,9b-tetrahydrocyclopenta[c]chromene-1,2-diyl)diacetate

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Technology Process of dimethyl 2,2'-((3aS,9bR)-7-(benzoyloxy)-3a-hydroxy-3,3a,4,9b-tetrahydrocyclopenta[c]chromene-1,2-diyl)diacetate

There total 6 articles about dimethyl 2,2'-((3aS,9bR)-7-(benzoyloxy)-3a-hydroxy-3,3a,4,9b-tetrahydrocyclopenta[c]chromene-1,2-diyl)diacetate 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:

: 1439355-23-3
(6aS,11bR)-6a-hydroxy-9,10-dimethoxy-6,6a,7,8,11,11b-hexahydroindeno[2,1-c]chromen-3-yl benzoate

: 1439355-25-5
dimethyl 2,2'-((3aS,9bR)-7-(benzoyloxy)-3a-hydroxy-3,3a,4,9b-tetrahydrocyclopenta[c]chromene-1,2-diyl)diacetate

Guidance literature:: (6aS,11bR)-6a-hydroxy-9,10-dimethoxy-6,6a,7,8,11,11b-hexahydroindeno[2,1-c]chromen-3-yl benzoate; With pyridinium p-toluenesulfonate; ozone; In methanol; ethyl acetate; at 0 ℃; Inert atmosphere;

With dimethylsulfide; In methanol; ethyl acetate; at 20 ℃; Inert atmosphere;
DOI:10.1039/c3cc42385a

Reference yield:

: 1439355-21-1
(6aS,11bR)-9,10-dimethoxy-6,6a,7,8,11,11b-hexahydroindeno[2,1-c]chromene-3,6a-diol

: 1439355-25-5
dimethyl 2,2'-((3aS,9bR)-7-(benzoyloxy)-3a-hydroxy-3,3a,4,9b-tetrahydrocyclopenta[c]chromene-1,2-diyl)diacetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine; dmap / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

2.1: pyridinium p-toluenesulfonate; ozone / methanol; ethyl acetate / 0 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With dmap; pyridinium p-toluenesulfonate; ozone; triethylamine; In methanol; dichloromethane; ethyl acetate;
DOI:10.1039/c3cc42385a

Reference yield:

: 1439355-08-4
3-(((1R,2R)-1,2-dihydroxy-5,6-dimethoxy-2,3-dihydro-1H-inden-2-yl))methoxyphenyl benzoate

: 1439355-25-5
dimethyl 2,2'-((3aS,9bR)-7-(benzoyloxy)-3a-hydroxy-3,3a,4,9b-tetrahydrocyclopenta[c]chromene-1,2-diyl)diacetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridinium p-toluenesulfonate / toluene / 2 h / 90 °C / Inert atmosphere

2.1: lithium hydroxide / methanol; tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3.1: ammonia; lithium / tetrahydrofuran; ethanol / 12 h / -78 °C / Inert atmosphere

4.1: triethylamine; dmap / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

5.1: pyridinium p-toluenesulfonate; ozone / methanol; ethyl acetate / 0 °C / Inert atmosphere

5.2: 20 °C / Inert atmosphere

With dmap; ammonia; pyridinium p-toluenesulfonate; lithium; ozone; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; toluene; 3.1: |Birch Reduction;
DOI:10.1039/c3cc42385a