(13aS)-3-(benzyloxy)-6,7-dimethoxy-12,13,13a,14-tetrahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline-11(9H)-one

Base Information

Chemical Name:(13aS)-3-(benzyloxy)-6,7-dimethoxy-12,13,13a,14-tetrahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline-11(9H)-one
CAS No.:1338360-74-9
Molecular Formula:C₂₉H₂₇NO₄
Molecular Weight:453.538
Hs Code.:

Synonyms:(13aS)-3-(benzyloxy)-6,7-dimethoxy-12,13,13a,14-tetrahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline-11(9H)-one

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Chemical Property of (13aS)-3-(benzyloxy)-6,7-dimethoxy-12,13,13a,14-tetrahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline-11(9H)-one

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Technology Process of (13aS)-3-(benzyloxy)-6,7-dimethoxy-12,13,13a,14-tetrahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline-11(9H)-one

There total 13 articles about (13aS)-3-(benzyloxy)-6,7-dimethoxy-12,13,13a,14-tetrahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline-11(9H)-one 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: 93.0%

: 1223487-21-5
(13aS)-3-(benzyloxy)-6,7-dimethoxy-13,13a-dihydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline-11,14(9H,12H)-dione

: 1338360-74-9
(13aS)-3-(benzyloxy)-6,7-dimethoxy-12,13,13a,14-tetrahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline-11(9H)-one

Guidance literature:: (13aS)-3-(benzyloxy)-6,7-dimethoxy-13,13a-dihydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline-11,14(9H,12H)-dione; With sodium tetrahydroborate; In methanol; dichloromethane; for 0.25h;

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; for 4h;
DOI:10.1055/s-0032-1316810

Reference yield: 66.0%

: 1223487-23-7
C₂₉H₂₇NO₅

: 1338360-74-9
(13aS)-3-(benzyloxy)-6,7-dimethoxy-12,13,13a,14-tetrahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline-11(9H)-one

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1016/j.bmcl.2011.07.120

Reference yield:

: 1449298-72-9
3-hydroxy-6,7-dimethoxy-9-phenanthrenecarboxylic acid methyl ester

: 1338360-74-9
(13aS)-3-(benzyloxy)-6,7-dimethoxy-12,13,13a,14-tetrahydrodibenzo[f,h]pyrrolo[1,2-b]isoquinoline-11(9H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / acetone / 3 h / Reflux

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C

3.1: sodium iodide / 1,4-dioxane; acetonitrile / 0.5 h / 60 °C

3.2: 1 h / 20 °C

3.3: 8 h

4.1: trifluoroacetic acid; water / acetone / 12 h / 60 °C

5.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 20 °C / Reflux

5.2: Reflux

6.1: sodium tetrahydroborate / dichloromethane; methanol / 0.25 h

6.2: 4 h

With sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; water; potassium carbonate; trifluoroacetic acid; sodium iodide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1055/s-0032-1316810