4'-benzyloxy-4,5,6-trimethoxy-2'-(2-methyl-[1,3]oxathiolan-2-yl)-biphenyI-2-carbaldehyde

Base Information

Chemical Name:4'-benzyloxy-4,5,6-trimethoxy-2'-(2-methyl-[1,3]oxathiolan-2-yl)-biphenyI-2-carbaldehyde
CAS No.:894797-87-6
Molecular Formula:C₂₇H₂₈O₆S
Molecular Weight:480.582
Hs Code.:

Synonyms:4'-benzyloxy-4,5,6-trimethoxy-2'-(2-methyl-[1,3]oxathiolan-2-yl)-biphenyI-2-carbaldehyde

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Chemical Property of 4'-benzyloxy-4,5,6-trimethoxy-2'-(2-methyl-[1,3]oxathiolan-2-yl)-biphenyI-2-carbaldehyde

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Technology Process of 4'-benzyloxy-4,5,6-trimethoxy-2'-(2-methyl-[1,3]oxathiolan-2-yl)-biphenyI-2-carbaldehyde

There total 8 articles about 4'-benzyloxy-4,5,6-trimethoxy-2'-(2-methyl-[1,3]oxathiolan-2-yl)-biphenyI-2-carbaldehyde 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: 76.0%

: 894797-93-4
2-(5-benzyloxy-2-bromo-phenyl)-2-methyl-[1,3]oxathiolane

: (2-bromo-3,4,5-trimethoxy-benzylidene)-cyclohexylamine

: 894797-87-6
4'-benzyloxy-4,5,6-trimethoxy-2'-(2-methyl-[1,3]oxathiolan-2-yl)-biphenyI-2-carbaldehyde

Guidance literature:: 2-(5-benzyloxy-2-bromo-phenyl)-2-methyl-[1,3]oxathiolane; (2-bromo-3,4,5-trimethoxy-benzylidene)-cyclohexylamine; With n-butyllithium; (triethyl phosphite)copper(I) bromide; In tetrahydrofuran; at -78 - 20 ℃; for 18h;

With water; acetic acid; In toluene;

Reference yield: 70.0%

: 894797-93-4
2-(5-benzyloxy-2-bromo-phenyl)-2-methyl-[1,3]oxathiolane

: 69138-97-2
2-iodo-3,4,5-trimethoxybenzaldehyde cyclohexylimine

: 894797-87-6
4'-benzyloxy-4,5,6-trimethoxy-2'-(2-methyl-[1,3]oxathiolan-2-yl)-biphenyI-2-carbaldehyde

Guidance literature:: 2-(5-benzyloxy-2-bromo-phenyl)-2-methyl-[1,3]oxathiolane; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

With triethylphosphite copper(I) iodide complex; In tetrahydrofuran;

2-iodo-3,4,5-trimethoxybenzaldehyde cyclohexylimine; In tetrahydrofuran; at 20 ℃; for 18h; Further stages.;
DOI:10.1016/j.tetlet.2007.04.103

Reference yield:

: 121-71-1
3-Hydroxyacetophenone

: 894797-87-6
4'-benzyloxy-4,5,6-trimethoxy-2'-(2-methyl-[1,3]oxathiolan-2-yl)-biphenyI-2-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: 90 percent / K₂CO₃ / dimethylformamide

2.1: 70 percent / NBS / acetonitrile

3.1: 66 percent / TsOH / toluene

4.1: n-BuLi / tetrahydrofuran / -78 °C

4.2: CuI*P(OEt)3 / tetrahydrofuran

4.3: 70 percent / tetrahydrofuran / 18 h / 20 °C

With N-Bromosuccinimide; n-butyllithium; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; acetonitrile; 4.3: Ulmann coupling;
DOI:10.1016/j.tetlet.2007.04.103