(R)-3-(1,5-bis(benzyloxy)-9,10-dioxo-9,10-dihydroanthracen-2-yl)-2-hydroxy-2-methylpropyl 4-methylbenzenesulfonate

Base Information

Chemical Name:(R)-3-(1,5-bis(benzyloxy)-9,10-dioxo-9,10-dihydroanthracen-2-yl)-2-hydroxy-2-methylpropyl 4-methylbenzenesulfonate
CAS No.:1349697-70-6
Molecular Formula:C₃₉H₃₄O₈S
Molecular Weight:662.76
Hs Code.:

Synonyms:(R)-3-(1,5-bis(benzyloxy)-9,10-dioxo-9,10-dihydroanthracen-2-yl)-2-hydroxy-2-methylpropyl 4-methylbenzenesulfonate

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Chemical Property of (R)-3-(1,5-bis(benzyloxy)-9,10-dioxo-9,10-dihydroanthracen-2-yl)-2-hydroxy-2-methylpropyl 4-methylbenzenesulfonate

Chemical Property:

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Technology Process of (R)-3-(1,5-bis(benzyloxy)-9,10-dioxo-9,10-dihydroanthracen-2-yl)-2-hydroxy-2-methylpropyl 4-methylbenzenesulfonate

There total 6 articles about (R)-3-(1,5-bis(benzyloxy)-9,10-dioxo-9,10-dihydroanthracen-2-yl)-2-hydroxy-2-methylpropyl 4-methylbenzenesulfonate 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%

: 1349697-69-3
(R)-1,5-bis(benzyloxy)-2-(2,3-dihydroxy-2-methylpropyl)anthracene-9,10-dione

: 98-59-9
p-toluenesulfonyl chloride

: 1349697-70-6
(R)-3-(1,5-bis(benzyloxy)-9,10-dioxo-9,10-dihydroanthracen-2-yl)-2-hydroxy-2-methylpropyl 4-methylbenzenesulfonate

Guidance literature:: With di(n-butyl)tin oxide; triethylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ol203041b

Reference yield:

: 1349697-67-1
1,5-bis(benzyloxy)-2-(2-methylallyl)anthracene-9,10-dione

: 1349697-70-6
(R)-3-(1,5-bis(benzyloxy)-9,10-dioxo-9,10-dihydroanthracen-2-yl)-2-hydroxy-2-methylpropyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: osmium(VIII) oxide; hydroquinidine 1 4-phthalazinediyl diether; potassium carbonate; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 0 - 20 °C

2: di(n-butyl)tin oxide; triethylamine / dichloromethane / 0 - 20 °C

With osmium(VIII) oxide; hydroquinidine 1 4-phthalazinediyl diether; di(n-butyl)tin oxide; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); In dichloromethane; water; tert-butyl alcohol; 1: Sharpless dihydroxylation;
DOI:10.1021/ol203041b

Reference yield:

: 117-12-4
1,5-dihydroxyanthraquinone

: 1349697-70-6
(R)-3-(1,5-bis(benzyloxy)-9,10-dioxo-9,10-dihydroanthracen-2-yl)-2-hydroxy-2-methylpropyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 7 h / 75 °C / Inert atmosphere

2: sodium dithionite / water; N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere

3: potassium carbonate / acetone / Reflux

4: osmium(VIII) oxide; hydroquinidine 1 4-phthalazinediyl diether; potassium carbonate; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 0 - 20 °C

5: di(n-butyl)tin oxide; triethylamine / dichloromethane / 0 - 20 °C

With osmium(VIII) oxide; hydroquinidine 1 4-phthalazinediyl diether; sodium dithionite; di(n-butyl)tin oxide; potassium carbonate; triethylamine; potassium iodide; potassium hexacyanoferrate(III); In dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 2: Claisen rearrangement / 4: Sharpless dihydroxylation;
DOI:10.1021/ol203041b