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

Base Information

Chemical Name:(R)-1,5-bis(benzyloxy)-2-(2,3-dihydroxy-2-methylpropyl)anthracene-9,10-dione
CAS No.:1349697-69-3
Molecular Formula:C₃₂H₂₈O₆
Molecular Weight:508.571
Hs Code.:

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

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Chemical Property of (R)-1,5-bis(benzyloxy)-2-(2,3-dihydroxy-2-methylpropyl)anthracene-9,10-dione

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Technology Process of (R)-1,5-bis(benzyloxy)-2-(2,3-dihydroxy-2-methylpropyl)anthracene-9,10-dione

There total 8 articles about (R)-1,5-bis(benzyloxy)-2-(2,3-dihydroxy-2-methylpropyl)anthracene-9,10-dione 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:

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

: 1349697-73-9
(S)-1,5-bis(benzyloxy)-2-(2,3-dihydroxy-2-methylpropyl)anthracene-9,10-dione

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

Guidance literature:: With osmium(VIII) oxide; (DHQ)2DPP; potassium carbonate; potassium hexacyanoferrate(III); In water; tert-butyl alcohol; at 0 - 20 ℃; optical yield given as %ee;
DOI:10.1021/ol203041b

Reference yield:

: 1,5-dihydroxy-2-(2-methylallyl)anthracene-9,10-dione

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

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / acetone / Reflux

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

With osmium(VIII) oxide; hydroquinidine 1 4-phthalazinediyl diether; potassium carbonate; potassium hexacyanoferrate(III); In water; acetone; tert-butyl alcohol; 2: Sharpless dihydroxylation;
DOI:10.1021/ol203041b

Reference yield:

: 117-12-4
1,5-dihydroxyanthraquinone

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

Guidance literature:: Multi-step reaction with 4 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

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