α-(3,4-dimethoxyphenyl)-6-bromoveratryl alcohol

Base Information

Chemical Name:α-(3,4-dimethoxyphenyl)-6-bromoveratryl alcohol
CAS No.:149143-83-9
Molecular Formula:C₁₇H₁₉BrO₅
Molecular Weight:383.239
Hs Code.:

Synonyms:α-(3,4-dimethoxyphenyl)-6-bromoveratryl alcohol

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Chemical Property of α-(3,4-dimethoxyphenyl)-6-bromoveratryl alcohol

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Technology Process of α-(3,4-dimethoxyphenyl)-6-bromoveratryl alcohol

There total 1 articles about α-(3,4-dimethoxyphenyl)-6-bromoveratryl alcohol 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:

: 2859-78-1
4-Bromoveratrole

: 5392-10-9
2-bromo-4,5-dimethoxybenzaldehyde

: 149143-83-9
α-(3,4-dimethoxyphenyl)-6-bromoveratryl alcohol

Guidance literature:: With n-butyllithium; Yield given. Multistep reaction; 1) THF, -78 deg C, 5 min, 2) THF, a) -78 deg C to room temperature, b) 17 h;
DOI:10.1021/jo00067a057

Reference yield: 73.0%

: 149143-83-9
α-(3,4-dimethoxyphenyl)-6-bromoveratryl alcohol

: 2898-57-9
1-bromo-2-(3,4-dimethoxybenzyl)-4,5-dimethoxybenzene

Guidance literature:: With sodium tetrahydroborate; trifluoroacetic acid; In dichloromethane; acetic acid; at 0 ℃; for 0.1h;
DOI:10.1021/jo00067a057

Reference yield:

: 149143-83-9
α-(3,4-dimethoxyphenyl)-6-bromoveratryl alcohol

: (-)-isopicrodimethylretrodendrin

Guidance literature:: Multi-step reaction with 10 steps

1: 73 percent / trifluoroacetic acid, NaBH₄ / acetic acid; CH₂Cl₂ / 0.1 h / 0 °C

2: 1) n-BuLi / 1) THF, -78 deg C, 1 min, 2) a) -78 deg C, 1 h, b) room temperature, 50 min

3: SO₂, pyridine / benzene / 6 h / Irradiation

4: 44 percent / ZnO / toluene / 0.17 h / Heating

5: 97 percent / NaOMe / methanol / 24 h / Ambient temperature

6: 86 percent / H₂ / 5percent Pd/C / ethyl acetate; acetic acid / 24 h / 760 Torr / Ambient temperature

7: 83 percent / NaOMe / methanol / 20 h / Heating

8: 76 percent / LiHBEt₃ / tetrahydrofuran / 23 h / Ambient temperature

9: 53 percent / p-TsOH, molecular sieves (4 Angstroem) / benzene / 2.5 h / Heating

10: 87 percent / sodium tert-butoxide / 2-methyl-propan-2-ol / 13 h / Heating

With pyridine; sodium tetrahydroborate; n-butyllithium; 4 A molecular sieve; sulfur dioxide; hydrogen; sodium methylate; lithium triethylborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; zinc(II) oxide; sodium t-butanolate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic acid; ethyl acetate; toluene; tert-butyl alcohol; benzene;
DOI:10.1021/jo00067a057