8-benzyloxymethyl-9-([1,3]dioxolan-2-yl-acetyl)-8,9,11-trihydroxy-2-methyl-4-octyloxymethoxy-1,2,8,9-tetrahydro-naphtho[2,3-e]isoindole-3,7,10-trione

Base Information

Chemical Name:8-benzyloxymethyl-9-([1,3]dioxolan-2-yl-acetyl)-8,9,11-trihydroxy-2-methyl-4-octyloxymethoxy-1,2,8,9-tetrahydro-naphtho[2,3-e]isoindole-3,7,10-trione
CAS No.:649774-72-1
Molecular Formula:C₃₉H₄₅NO₁₂
Molecular Weight:719.786
Hs Code.:

8-benzyloxymethyl-9-([1,3]dioxolan-2-yl-acetyl)-8,9,11-trihydroxy-2-methyl-4-octyloxymethoxy-1,2,8,9-tetrahydro-naphtho[2,3-<i>e</i>]isoindole-3,7,10-trione

Synonyms:8-benzyloxymethyl-9-([1,3]dioxolan-2-yl-acetyl)-8,9,11-trihydroxy-2-methyl-4-octyloxymethoxy-1,2,8,9-tetrahydro-naphtho[2,3-e]isoindole-3,7,10-trione

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Chemical Property of 8-benzyloxymethyl-9-([1,3]dioxolan-2-yl-acetyl)-8,9,11-trihydroxy-2-methyl-4-octyloxymethoxy-1,2,8,9-tetrahydro-naphtho[2,3-e]isoindole-3,7,10-trione

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Technology Process of 8-benzyloxymethyl-9-([1,3]dioxolan-2-yl-acetyl)-8,9,11-trihydroxy-2-methyl-4-octyloxymethoxy-1,2,8,9-tetrahydro-naphtho[2,3-e]isoindole-3,7,10-trione

There total 5 articles about 8-benzyloxymethyl-9-([1,3]dioxolan-2-yl-acetyl)-8,9,11-trihydroxy-2-methyl-4-octyloxymethoxy-1,2,8,9-tetrahydro-naphtho[2,3-e]isoindole-3,7,10-trione 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: 89.0%

: 8-benzyloxymethyl-9-([1,3]dioxolan-2-yl-acetyl)-11-hydroxy-2-methyl-4-octyloxymethoxy-1,2-dihydro-naphtho[2,3-e]isoindole-3,7,10-trione

: 649774-72-1
8-benzyloxymethyl-9-([1,3]dioxolan-2-yl-acetyl)-8,9,11-trihydroxy-2-methyl-4-octyloxymethoxy-1,2,8,9-tetrahydro-naphtho[2,3-e]isoindole-3,7,10-trione

Guidance literature:: With osmium(VIII) oxide; N,N,N,N,-tetramethylethylenediamine; In dichloromethane;
DOI:10.1002/anie.200352592

Reference yield:

: 649774-68-5
2-benzyloxymethyl-3,6-dimethoxy-benzaldehyde

: 649774-72-1
8-benzyloxymethyl-9-([1,3]dioxolan-2-yl-acetyl)-8,9,11-trihydroxy-2-methyl-4-octyloxymethoxy-1,2,8,9-tetrahydro-naphtho[2,3-e]isoindole-3,7,10-trione

Guidance literature:: Multi-step reaction with 5 steps

1: 69 percent / LiBr / tetrahydrofuran / Heating

2: 80 percent / CAN / acetonitrile; H₂O / 0 °C

3: 42 percent / NaH / tetrahydrofuran

4: 100 percent / Dess-Martin periodinane / CH₂Cl₂

5: 89 percent / OsO₄; N,N,N',N'-tetramethylethylenediamine / CH₂Cl₂

With osmium(VIII) oxide; ammonium cerium(IV) nitrate; N,N,N,N,-tetramethylethylenediamine; sodium hydride; Dess-Martin periodane; lithium bromide; In tetrahydrofuran; dichloromethane; water; acetonitrile; 3: Tamura reaction;
DOI:10.1002/anie.200352592

Reference yield:

: 649774-69-6
2-benzyloxymethyl-3-(2-[1,3]dioxolan-2-yl-1-hydroxy-ethyl)-[1,4]benzoquinone

: 649774-72-1
8-benzyloxymethyl-9-([1,3]dioxolan-2-yl-acetyl)-8,9,11-trihydroxy-2-methyl-4-octyloxymethoxy-1,2,8,9-tetrahydro-naphtho[2,3-e]isoindole-3,7,10-trione

Guidance literature:: Multi-step reaction with 3 steps

1: 42 percent / NaH / tetrahydrofuran

2: 100 percent / Dess-Martin periodinane / CH₂Cl₂

3: 89 percent / OsO₄; N,N,N',N'-tetramethylethylenediamine / CH₂Cl₂

With osmium(VIII) oxide; N,N,N,N,-tetramethylethylenediamine; sodium hydride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; 1: Tamura reaction;
DOI:10.1002/anie.200352592