8-(9'-bromo-3',3'-dimethyl-7',10'-dioxo-1',2',7',10'-tetrahydro-3'H-naphtho[2,1-b]pyran-8'-yl)-9-hydroxy-3,3-dimethyl-3H-naphtho[2,1-b]pyran-7,10-dione

Base Information

Chemical Name:8-(9'-bromo-3',3'-dimethyl-7',10'-dioxo-1',2',7',10'-tetrahydro-3'H-naphtho[2,1-b]pyran-8'-yl)-9-hydroxy-3,3-dimethyl-3H-naphtho[2,1-b]pyran-7,10-dione
CAS No.:1299321-20-2
Molecular Formula:C₃₀H₂₃BrO₇
Molecular Weight:575.412
Hs Code.:

Synonyms:8-(9'-bromo-3',3'-dimethyl-7',10'-dioxo-1',2',7',10'-tetrahydro-3'H-naphtho[2,1-b]pyran-8'-yl)-9-hydroxy-3,3-dimethyl-3H-naphtho[2,1-b]pyran-7,10-dione

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Chemical Property of 8-(9'-bromo-3',3'-dimethyl-7',10'-dioxo-1',2',7',10'-tetrahydro-3'H-naphtho[2,1-b]pyran-8'-yl)-9-hydroxy-3,3-dimethyl-3H-naphtho[2,1-b]pyran-7,10-dione

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Technology Process of 8-(9'-bromo-3',3'-dimethyl-7',10'-dioxo-1',2',7',10'-tetrahydro-3'H-naphtho[2,1-b]pyran-8'-yl)-9-hydroxy-3,3-dimethyl-3H-naphtho[2,1-b]pyran-7,10-dione

There total 2 articles about 8-(9'-bromo-3',3'-dimethyl-7',10'-dioxo-1',2',7',10'-tetrahydro-3'H-naphtho[2,1-b]pyran-8'-yl)-9-hydroxy-3,3-dimethyl-3H-naphtho[2,1-b]pyran-7,10-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: 24.0%

: 9-bromo-3,3-dimethyl-8-(4-methylbenzenesulfonyloxy)-1,2-dihydro-3H-naphtho[2,1-b]pyran-7,10-dione

: 57309-96-3
9-hydroxy-3,3-dimethyl-3H-naphtho[2,1-b]pyran-7,10-dione

: 1299321-20-2
8-(9'-bromo-3',3'-dimethyl-7',10'-dioxo-1',2',7',10'-tetrahydro-3'H-naphtho[2,1-b]pyran-8'-yl)-9-hydroxy-3,3-dimethyl-3H-naphtho[2,1-b]pyran-7,10-dione

: 8-(8'-(4-methylbenzenesulfonyloxy)-3',3'-dimethyl-7',10'-dioxo-1',2',7',10'-tetrahydro-3'H-naphtho[2,1-b]pyran-9'-yl)-9-hydroxy-3,3-dimethyl-3H-naphtho[2,1-b]pyran-7,10-dione

Guidance literature:: 9-hydroxy-3,3-dimethyl-3H-naphtho[2,1-b]pyran-7,10-dione; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.333333h;

9-bromo-3,3-dimethyl-8-(4-methylbenzenesulfonyloxy)-1,2-dihydro-3H-naphtho[2,1-b]pyran-7,10-dione; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.bmcl.2011.01.109

Reference yield:

: 107-86-8
3,3-dimethyl acrylaldehyde

: 1299321-20-2
8-(9'-bromo-3',3'-dimethyl-7',10'-dioxo-1',2',7',10'-tetrahydro-3'H-naphtho[2,1-b]pyran-8'-yl)-9-hydroxy-3,3-dimethyl-3H-naphtho[2,1-b]pyran-7,10-dione

: 8-(8'-(4-methylbenzenesulfonyloxy)-3',3'-dimethyl-7',10'-dioxo-1',2',7',10'-tetrahydro-3'H-naphtho[2,1-b]pyran-9'-yl)-9-hydroxy-3,3-dimethyl-3H-naphtho[2,1-b]pyran-7,10-dione

Guidance literature:: Multi-step reaction with 8 steps

1.1: pyridine / 3.5 h / Reflux

2.1: N,N′-bis(salicylidene)ethylenediaminocobalt(II) hydrate; oxygen / acetonitrile / 4.5 h

3.1: sodium dithionite / water; toluene

3.2: 0.5 h

4.1: platinum(IV) oxide; hydrogen / ethyl acetate / 7 h

5.1: bromine; acetic acid / dichloromethane / 0 - 20 °C

6.1: pyridine / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

6.2: 3 h / Inert atmosphere

7.1: platinum(IV) oxide; hydrogen / ethyl acetate

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 0 °C

8.2: 0 - 20 °C / Inert atmosphere

With pyridine; platinum(IV) oxide; sodium dithionite; N,N′-bis(salicylidene)ethylenediaminocobalt(II) hydrate; tetrabutyl ammonium fluoride; hydrogen; bromine; oxygen; acetic acid; In tetrahydrofuran; dichloromethane; water; ethyl acetate; toluene; acetonitrile;
DOI:10.1016/j.bmcl.2011.01.109