(2R,4'R,5'R)-(-)-2-4',5'-bis(4-chlorobenzyloxymethyl)-2'-methyl-1',3'-dioxolan-2'-yl-2,5,12-trihydroxy-1,2,3,4-tetrahydronaphthacene-6,11-dione

Base Information

Chemical Name:(2R,4'R,5'R)-(-)-2-4',5'-bis(4-chlorobenzyloxymethyl)-2'-methyl-1',3'-dioxolan-2'-yl-2,5,12-trihydroxy-1,2,3,4-tetrahydronaphthacene-6,11-dione
CAS No.:85362-90-9
Molecular Formula:C₃₈H₃₄Cl₂O₉
Molecular Weight:705.589
Hs Code.:

Synonyms:(2R,4'R,5'R)-(-)-2-4',5'-bis(4-chlorobenzyloxymethyl)-2'-methyl-1',3'-dioxolan-2'-yl-2,5,12-trihydroxy-1,2,3,4-tetrahydronaphthacene-6,11-dione

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Chemical Property of (2R,4'R,5'R)-(-)-2-4',5'-bis(4-chlorobenzyloxymethyl)-2'-methyl-1',3'-dioxolan-2'-yl-2,5,12-trihydroxy-1,2,3,4-tetrahydronaphthacene-6,11-dione

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of (2R,4'R,5'R)-(-)-2-4',5'-bis(4-chlorobenzyloxymethyl)-2'-methyl-1',3'-dioxolan-2'-yl-2,5,12-trihydroxy-1,2,3,4-tetrahydronaphthacene-6,11-dione

There total 4 articles about (2R,4'R,5'R)-(-)-2-4',5'-bis(4-chlorobenzyloxymethyl)-2'-methyl-1',3'-dioxolan-2'-yl-2,5,12-trihydroxy-1,2,3,4-tetrahydronaphthacene-6,11-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:

: 65529-77-3
4-demethoxy-7-deoxydaunomycinone

: 85362-86-3
(2R,3R)-(+)-1,4-bis(4-chlorobenzyloxy)butane-2,3-diol

: 85362-91-0
(2S,4'R,5'R)-(+)-2-4',5'-bis(4-chlorobenzyloxymethyl)-2'-methyl-1',3'-dioxolan-2'-yl-2,5,12-trihydroxy-1,2,3,4-tetrahydronaphthacene-6,11-dione

: 85362-90-9
(2R,4'R,5'R)-(-)-2-4',5'-bis(4-chlorobenzyloxymethyl)-2'-methyl-1',3'-dioxolan-2'-yl-2,5,12-trihydroxy-1,2,3,4-tetrahydronaphthacene-6,11-dione

Guidance literature:: With toluene-4-sulfonic acid; In water; benzene; for 13h; Yield given. Yields of byproduct given; Heating;
DOI:10.1016/S0040-4020(01)91522-4

Reference yield:

: C₂₄H₃₂Cl₂O₄

: 85362-90-9
(2R,4'R,5'R)-(-)-2-4',5'-bis(4-chlorobenzyloxymethyl)-2'-methyl-1',3'-dioxolan-2'-yl-2,5,12-trihydroxy-1,2,3,4-tetrahydronaphthacene-6,11-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / ccHCl / tetrahydrofuran; dioxane / 6 h / Heating

2: p-TsOH / benzene / 13 h / Heating

With hydrogenchloride; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; benzene;
DOI:10.1016/S0040-4039(00)88360-4

Reference yield:

: 104-83-6
1-Chloro-4-(chloromethyl)benzene

: 85362-90-9
(2R,4'R,5'R)-(-)-2-4',5'-bis(4-chlorobenzyloxymethyl)-2'-methyl-1',3'-dioxolan-2'-yl-2,5,12-trihydroxy-1,2,3,4-tetrahydronaphthacene-6,11-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 1) sodium hydride / 1) THF, r.t., 30 min; 2) THF, 50 deg C, 3 h

2: 93 percent / 5percent HCl / methanol / 5 h / Heating

3: p-TsOH / H₂O; benzene / 13 h / Heating

With hydrogenchloride; sodium hydride; toluene-4-sulfonic acid; In methanol; water; benzene;
DOI:10.1016/S0040-4020(01)91522-4