(+)-picrodimethylretrodendrin

Base Information

Chemical Name:(+)-picrodimethylretrodendrin
CAS No.:150132-92-6
Molecular Formula:C₂₂H₂₄O₆
Molecular Weight:384.429
Hs Code.:

Synonyms:(+)-picrodimethylretrodendrin

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Chemical Property of (+)-picrodimethylretrodendrin

Chemical Property:

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Technology Process of (+)-picrodimethylretrodendrin

There total 29 articles about (+)-picrodimethylretrodendrin 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: 90.0%

: 78173-81-6,78215-57-3,108102-78-9,108102-81-4,144539-73-1
<(dimethoxy-3,4 phenyl)hydroxymethyl>-2 (dimethoxy-3,4 benzyl)-3 butanolide-4

: 4718-24-5,78215-58-4,150132-92-6,150132-93-7,150132-94-8
O-dimethyl-α-retrodendrine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 4h; Ambient temperature;
DOI:10.1016/0040-4020(89)80041-9

Reference yield: 73.0%

: 72430-92-3
4-[(3,4-dimethoxyphenyl)methyl]dihydrofuran-2-one

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 4718-24-5,78215-58-4,150132-92-6,150132-93-7,150132-94-8
(3aR,9S,9aR)-9-(3,4-dimethoxyphenyl)-6,7-dimethoxy-3a,4,9,9a-tetrahydronaphtho[2,3-c]furan-1(3H)-one

Guidance literature:: 4-[(3,4-dimethoxyphenyl)methyl]dihydrofuran-2-one; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h; Glovebox; Inert atmosphere;

3,4-dimethoxy-benzaldehyde; In tetrahydrofuran; at -50 - 20 ℃; for 6h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃;
DOI:10.1021/acs.joc.8b00184

Reference yield:

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

: 150132-92-6
(+)-picrodimethylretrodendrin

Guidance literature:: Multi-step reaction with 6 steps

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

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

3: 44 percent / ZnO / toluene / 0.17 h / Heating

4: 97 percent / NaOMe / methanol / 24 h / Ambient temperature

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

6: 1) LiEt₃BH, 2) p-TsOH / 1) THF, room temperature, 19 h, 2) benzene, reflux, 14 h

With pyridine; n-butyllithium; sulfur dioxide; hydrogen; sodium methylate; lithium triethylborohydride; toluene-4-sulfonic acid; zinc(II) oxide; palladium on activated charcoal; In methanol; acetic acid; ethyl acetate; toluene; benzene;
DOI:10.1021/jo00067a057