3-(8-benzyloxymethyl-11-hydroxy-2-methyl-4-octyloxymethoxy-3,7,10-trioxo-2,3,7,10-tetrahydro-1H-naphtho[2,3-e]isoindol-9-yl)-3-hydroxy-propionic acid tert-butyl ester

Base Information

Chemical Name:3-(8-benzyloxymethyl-11-hydroxy-2-methyl-4-octyloxymethoxy-3,7,10-trioxo-2,3,7,10-tetrahydro-1H-naphtho[2,3-e]isoindol-9-yl)-3-hydroxy-propionic acid tert-butyl ester
CAS No.:649774-55-0
Molecular Formula:C₄₁H₄₉NO₁₀
Molecular Weight:715.841
Hs Code.:

3-(8-benzyloxymethyl-11-hydroxy-2-methyl-4-octyloxymethoxy-3,7,10-trioxo-2,3,7,10-tetrahydro-1<i>H</i>-naphtho[2,3-<i>e</i>]isoindol-9-yl)-3-hydroxy-propionic acid <i>tert</i>-butyl ester

Synonyms:3-(8-benzyloxymethyl-11-hydroxy-2-methyl-4-octyloxymethoxy-3,7,10-trioxo-2,3,7,10-tetrahydro-1H-naphtho[2,3-e]isoindol-9-yl)-3-hydroxy-propionic acid tert-butyl ester

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Chemical Property of 3-(8-benzyloxymethyl-11-hydroxy-2-methyl-4-octyloxymethoxy-3,7,10-trioxo-2,3,7,10-tetrahydro-1H-naphtho[2,3-e]isoindol-9-yl)-3-hydroxy-propionic acid tert-butyl ester

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Technology Process of 3-(8-benzyloxymethyl-11-hydroxy-2-methyl-4-octyloxymethoxy-3,7,10-trioxo-2,3,7,10-tetrahydro-1H-naphtho[2,3-e]isoindol-9-yl)-3-hydroxy-propionic acid tert-butyl ester

There total 10 articles about 3-(8-benzyloxymethyl-11-hydroxy-2-methyl-4-octyloxymethoxy-3,7,10-trioxo-2,3,7,10-tetrahydro-1H-naphtho[2,3-e]isoindol-9-yl)-3-hydroxy-propionic acid tert-butyl ester 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: 40.0%

: 651322-83-7
3-(2-benzyloxymethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-3-hydroxy-propionic acid tert-butyl ester

: 649774-70-9
2-methyl-4-octyloxymethoxy-1,2-dihydro-6H-8-oxa-2-aza-cyclopenta[a]naphthalene-3,7,9-trione

: 649774-55-0
3-(8-benzyloxymethyl-11-hydroxy-2-methyl-4-octyloxymethoxy-3,7,10-trioxo-2,3,7,10-tetrahydro-1H-naphtho[2,3-e]isoindol-9-yl)-3-hydroxy-propionic acid tert-butyl ester

Guidance literature:: 3-(2-benzyloxymethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-3-hydroxy-propionic acid tert-butyl ester; With sodium hydride; In tetrahydrofuran; at -78 ℃;

2-methyl-4-octyloxymethoxy-1,2-dihydro-6H-8-oxa-2-aza-cyclopenta[a]naphthalene-3,7,9-trione; In tetrahydrofuran; at -78 - 0 ℃;
DOI:10.1002/anie.200352591

Reference yield:

: 540-88-5
acetic acid tert-butyl ester

: 649774-55-0
3-(8-benzyloxymethyl-11-hydroxy-2-methyl-4-octyloxymethoxy-3,7,10-trioxo-2,3,7,10-tetrahydro-1H-naphtho[2,3-e]isoindol-9-yl)-3-hydroxy-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / LDA / tetrahydrofuran / -78 °C

2.1: 96 percent / ceric ammonium nitrate / acetonitrile; H₂O / 0 °C

3.1: NaH / tetrahydrofuran / -78 °C

3.2: 40 percent / tetrahydrofuran / -78 - 0 °C

With ammonium cerium(IV) nitrate; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; water; acetonitrile; 3.1: Tamura-Diels-Alder reaction / 3.2: Tamura-Diels-Alder reaction;
DOI:10.1002/anie.200352591

Reference yield:

: 151417-98-0
2-(2-hydroxymethyl-3,6-dimethoxyphenyl)-1,3-dithiolane

: 649774-55-0
3-(8-benzyloxymethyl-11-hydroxy-2-methyl-4-octyloxymethoxy-3,7,10-trioxo-2,3,7,10-tetrahydro-1H-naphtho[2,3-e]isoindol-9-yl)-3-hydroxy-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 86 percent / NaH; tetrabutylammnoium iodide / tetrahydrofuran

2.1: 86 percent / bis(trifluoroacetoxy)iodobenzene / acetonitrile; H₂O

3.1: 99 percent / LDA / tetrahydrofuran / -78 °C

4.1: 96 percent / ceric ammonium nitrate / acetonitrile; H₂O / 0 °C

5.1: NaH / tetrahydrofuran / -78 °C

5.2: 40 percent / tetrahydrofuran / -78 - 0 °C

With ammonium cerium(IV) nitrate; tetra-(n-butyl)ammonium iodide; sodium hydride; bis-[(trifluoroacetoxy)iodo]benzene; lithium diisopropyl amide; In tetrahydrofuran; water; acetonitrile; 5.1: Tamura-Diels-Alder reaction / 5.2: Tamura-Diels-Alder reaction;
DOI:10.1002/anie.200352591