(1'RS)-7-bromo-8-{[7'-(1'',3'')dioxan-2''-yl-3'-methoxyphenyl]-1'-methoxymethyl}-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxine

Base Information

Chemical Name:(1'RS)-7-bromo-8-{[7'-(1'',3'')dioxan-2''-yl-3'-methoxyphenyl]-1'-methoxymethyl}-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxine
CAS No.:808750-34-7
Molecular Formula:C₂₅H₃₁BrO₇
Molecular Weight:523.421
Hs Code.:

Synonyms:(1'RS)-7-bromo-8-{[7'-(1'',3'')dioxan-2''-yl-3'-methoxyphenyl]-1'-methoxymethyl}-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxine

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Chemical Property of (1'RS)-7-bromo-8-{[7'-(1'',3'')dioxan-2''-yl-3'-methoxyphenyl]-1'-methoxymethyl}-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxine

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Technology Process of (1'RS)-7-bromo-8-{[7'-(1'',3'')dioxan-2''-yl-3'-methoxyphenyl]-1'-methoxymethyl}-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxine

There total 13 articles about (1'RS)-7-bromo-8-{[7'-(1'',3'')dioxan-2''-yl-3'-methoxyphenyl]-1'-methoxymethyl}-6-methoxy-2,2,5-trimethyl-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: 91.0%

: 808750-32-5
(1'RS)-(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(7'-[1'',3'']dioxan-2''-yl-2'-methoxyphenyl)-methanol

: 74-88-4
methyl iodide

: 808750-34-7
(1'RS)-7-bromo-8-{[7'-(1'',3'')dioxan-2''-yl-3'-methoxyphenyl]-1'-methoxymethyl}-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxine

Guidance literature:: (1'RS)-(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(7'-[1'',3'']dioxan-2''-yl-2'-methoxyphenyl)-methanol; With potassium hydride; In tetrahydrofuran; at 0 ℃; for 0.666667h;

methyl iodide; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1002/chem.200400342

Reference yield:

: 808750-22-3
3-bromo-4-methoxy-5-methyl benzaldehyde

: 808750-34-7
(1'RS)-7-bromo-8-{[7'-(1'',3'')dioxan-2''-yl-3'-methoxyphenyl]-1'-methoxymethyl}-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxine

Guidance literature:: Multi-step reaction with 6 steps

1.1: aq. m-CPBA / CH₂Cl₂ / 12 h / 20 °C

2.1: 1.68 g / K₂CO₃ / methanol / 0.25 h / 20 °C

3.1: 69 percent / aq. CaO / 120 h / 20 °C

4.1: p-TsOH / 18 h / 20 °C

4.2: 420 mg / ClCOCOCl; DMSO; Et₃N / CH₂Cl₂ / 2.08 h / -78 - 20 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

5.2: 74 percent / tetrahydrofuran / 0.58 h / -78 °C

6.1: KH / tetrahydrofuran / 0.67 h / 0 °C

6.2: 91 percent / tetrahydrofuran / 2 h / 20 °C

With n-butyllithium; potassium hydride; potassium carbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; calcium oxide; In tetrahydrofuran; methanol; hexane; dichloromethane; 1.1: Baeyer-Villiger oxidation;
DOI:10.1002/chem.200400342

Reference yield:

: 808750-23-4
3-bromo-4-methoxy-5-methylphenol

: 808750-34-7
(1'RS)-7-bromo-8-{[7'-(1'',3'')dioxan-2''-yl-3'-methoxyphenyl]-1'-methoxymethyl}-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 69 percent / aq. CaO / 120 h / 20 °C

2.1: p-TsOH / 18 h / 20 °C

2.2: 420 mg / ClCOCOCl; DMSO; Et₃N / CH₂Cl₂ / 2.08 h / -78 - 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

3.2: 74 percent / tetrahydrofuran / 0.58 h / -78 °C

4.1: KH / tetrahydrofuran / 0.67 h / 0 °C

4.2: 91 percent / tetrahydrofuran / 2 h / 20 °C

With n-butyllithium; potassium hydride; toluene-4-sulfonic acid; calcium oxide; In tetrahydrofuran; hexane;
DOI:10.1002/chem.200400342