(2-iodo-3-methoxy-phenyl)-(6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxin-7-yl)-methanol

Base Information

Chemical Name:(2-iodo-3-methoxy-phenyl)-(6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxin-7-yl)-methanol
CAS No.:808750-12-1
Molecular Formula:C₂₁H₂₃IO₅
Molecular Weight:482.315
Hs Code.:

(2-iodo-3-methoxy-phenyl)-(6-methoxy-2,2-dimethyl-8-vinyl-4<i>H</i>-benzo[1,3]dioxin-7-yl)-methanol

Synonyms:(2-iodo-3-methoxy-phenyl)-(6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxin-7-yl)-methanol

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Chemical Property of (2-iodo-3-methoxy-phenyl)-(6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxin-7-yl)-methanol

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Technology Process of (2-iodo-3-methoxy-phenyl)-(6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxin-7-yl)-methanol

There total 10 articles about (2-iodo-3-methoxy-phenyl)-(6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxin-7-yl)-methanol 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:

: 808750-11-0
7-bromo-6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxine

: 70738-03-3
2-iodo-3-methoxybenzaldehyde

: 808750-12-1
(2-iodo-3-methoxy-phenyl)-(6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxin-7-yl)-methanol

Guidance literature:: 7-bromo-6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxine; With tert.-butyl lithium; In diethyl ether; hexane; at -78 ℃; for 0.166667h;

2-iodo-3-methoxybenzaldehyde; In diethyl ether; hexane; at -78 - 20 ℃;
DOI:10.1002/chem.200400342

Reference yield:

: 7-bromo-8-formyl-6-methoxy-2,2-dimethyl-4H-benzo[1,3]dioxine

: 808750-12-1
(2-iodo-3-methoxy-phenyl)-(6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxin-7-yl)-methanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: t-BuOK / tetrahydrofuran / 1 h / 20 °C

1.2: 87 percent / tetrahydrofuran / 1 h / 20 °C

2.1: t-BuLi / diethyl ether; hexane / 0.17 h / -78 °C

2.2: diethyl ether; hexane / -78 - 20 °C

With potassium tert-butylate; tert.-butyl lithium; In tetrahydrofuran; diethyl ether; hexane; 1.2: Wittig reaction;
DOI:10.1002/chem.200400342

Reference yield:

: 5-bromo-8-hydroxymethyl-6-methoxy-2,2-dimethyl-4H-benzo[1,3]dioxine

: 808750-12-1
(2-iodo-3-methoxy-phenyl)-(6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxin-7-yl)-methanol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 99 percent / imidazole; DMAP / dimethylformamide / 12 h / 20 °C

2.1: 71 percent / ceric ammonium nitrate / dioxane / 0.03 h / 20 °C

3.1: 89 percent / imidazole; DMAP / dimethylformamide / 12 h / 20 °C

4.1: NaBH₄ / methanol / 0.5 h / 0 °C

4.2: 76 percent / (-)-camphor-10-sulfonic acid / methanol / 12 h / 20 °C

5.1: 82 percent / pyridinium p-toluenesulfonate / toluene / 5 h / 80 °C

6.1: 90 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

7.1: 99 percent / DMSO; ClCOCOCl; NEt₃ / CH₂Cl₂ / 2.08 h / -78 - 20 °C

8.1: t-BuOK / tetrahydrofuran / 1 h / 20 °C

8.2: 87 percent / tetrahydrofuran / 1 h / 20 °C

9.1: t-BuLi / diethyl ether; hexane / 0.17 h / -78 °C

9.2: diethyl ether; hexane / -78 - 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; oxalyl dichloride; ammonium cerium(IV) nitrate; potassium tert-butylate; tetrabutyl ammonium fluoride; tert.-butyl lithium; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 8.2: Wittig reaction;
DOI:10.1002/chem.200400342