9-hydroxymethyl-10-[[N-methyl-N-(o-boronobenzyl)amino]methyl]anthracene-9-methacrylate

Base Information

Chemical Name:9-hydroxymethyl-10-[[N-methyl-N-(o-boronobenzyl)amino]methyl]anthracene-9-methacrylate
CAS No.:247027-49-2
Molecular Formula:C₂₈H₂₈BNO₄
Molecular Weight:453.346
Hs Code.:

Synonyms:9-hydroxymethyl-10-[[N-methyl-N-(o-boronobenzyl)amino]methyl]anthracene-9-methacrylate

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Chemical Property of 9-hydroxymethyl-10-[[N-methyl-N-(o-boronobenzyl)amino]methyl]anthracene-9-methacrylate

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Technology Process of 9-hydroxymethyl-10-[[N-methyl-N-(o-boronobenzyl)amino]methyl]anthracene-9-methacrylate

There total 5 articles about 9-hydroxymethyl-10-[[N-methyl-N-(o-boronobenzyl)amino]methyl]anthracene-9-methacrylate 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: 70.0%

: 760-93-0
methacryloyl anhydride

: 191417-61-5
9-hydroxymethyl-10-[[N-methyl-N-(o-boronobenzyl)amino]methyl]anthracene

: 247027-49-2
9-hydroxymethyl-10-[[N-methyl-N-(o-boronobenzyl)amino]methyl]anthracene-9-methacrylate

Guidance literature:: With dmap; TEA; In dichloromethane; at 20 ℃; for 20h;
DOI:10.1006/bioo.2001.1219

Reference yield:

: 71774-88-4
10-hydroxymethyl-9-anthracenecarboxaldehyde

: 247027-49-2
9-hydroxymethyl-10-[[N-methyl-N-(o-boronobenzyl)amino]methyl]anthracene-9-methacrylate

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / imidazole / dimethylformamide / 14 h / 20 °C

2: methanol / 6 h / 20 °C

3: 1.95 g / sodium borohydride / methanol / 2 h / 20 °C

4: 42 percent / potassium carbonate / acetonitrile / 20 h / Heating

5: 74 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

6: 70 percent / 4-(dimethylamino)pyridine / tetrahydrofuran / 20 h / 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; tetrabutyl ammonium fluoride; potassium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol9908732

Reference yield:

: 247027-51-6
10-(tert-butyl-dimethyl-silanyloxymethyl)-anthracene-9-carbaldehyde

: 247027-49-2
9-hydroxymethyl-10-[[N-methyl-N-(o-boronobenzyl)amino]methyl]anthracene-9-methacrylate

Guidance literature:: Multi-step reaction with 5 steps

1: methanol / 6 h / 20 °C

2: 1.95 g / sodium borohydride / methanol / 2 h / 20 °C

3: 42 percent / potassium carbonate / acetonitrile / 20 h / Heating

4: 74 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

5: 70 percent / 4-(dimethylamino)pyridine / tetrahydrofuran / 20 h / 20 °C

With dmap; sodium tetrahydroborate; tetrabutyl ammonium fluoride; potassium carbonate; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1021/ol9908732