(1'RS)-7-[1'-benzyloxy-(2'-iodo-3'-methoxyphenyl)-methyl]-6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxine

Base Information

Chemical Name:(1'RS)-7-[1'-benzyloxy-(2'-iodo-3'-methoxyphenyl)-methyl]-6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxine
CAS No.:808750-13-2
Molecular Formula:C₂₈H₂₉IO₅
Molecular Weight:572.44
Hs Code.:

Synonyms:(1'RS)-7-[1'-benzyloxy-(2'-iodo-3'-methoxyphenyl)-methyl]-6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxine

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Chemical Property of (1'RS)-7-[1'-benzyloxy-(2'-iodo-3'-methoxyphenyl)-methyl]-6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxine

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Technology Process of (1'RS)-7-[1'-benzyloxy-(2'-iodo-3'-methoxyphenyl)-methyl]-6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxine

There total 12 articles about (1'RS)-7-[1'-benzyloxy-(2'-iodo-3'-methoxyphenyl)-methyl]-6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxine 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:

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

: 100-39-0
benzyl bromide

: 808750-13-2
(1'RS)-7-[1'-benzyloxy-(2'-iodo-3'-methoxyphenyl)-methyl]-6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxine

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 40 ℃; for 12h;
DOI:10.1002/chem.200400342

Reference yield:

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

: 808750-13-2
(1'RS)-7-[1'-benzyloxy-(2'-iodo-3'-methoxyphenyl)-methyl]-6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxine

Guidance literature:: Multi-step reaction with 3 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

3.1: 654 mg / NaH / tetrahydrofuran / 12 h / 40 °C

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

Reference yield:

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

: 808750-13-2
(1'RS)-7-[1'-benzyloxy-(2'-iodo-3'-methoxyphenyl)-methyl]-6-methoxy-2,2-dimethyl-8-vinyl-4H-benzo[1,3]dioxine

Guidance literature:: Multi-step reaction with 2 steps

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

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

2.1: 654 mg / NaH / tetrahydrofuran / 12 h / 40 °C

With tert.-butyl lithium; sodium hydride; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1002/chem.200400342