2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzaldehyde

Base Information

Chemical Name:2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzaldehyde
CAS No.:461435-02-9
Molecular Formula:C₃₂H₄₀O₄Si
Molecular Weight:516.753
Hs Code.:

2,4-bis-benzyloxy-3-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzaldehyde

Synonyms:2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzaldehyde

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Chemical Property of 2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzaldehyde

Chemical Property:

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Technology Process of 2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzaldehyde

There total 5 articles about 2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzaldehyde 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:

: 100-39-0
benzyl bromide

: 461435-02-9
2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: K₂CO₃ / acetone / 24 h / Heating

2: 4.30 g / imidazole / dimethylformamide / 24 h

3: 85 percent / (o-tol)3P / trans-ClBnPd(PPh₃)2 / dimethylformamide / 24 h / 100 °C

4: DIBAL / CH₂Cl₂ / 3 h / -78 °C

5: 4.65 g / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; oxalyl dichloride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; tris-(o-tolyl)phosphine; trans-benzyl(chloro)-bis(triphenylphosphine)palladium(II); In dichloromethane; N,N-dimethyl-formamide; acetone; 3: Stille cross-coupling;
DOI:10.1021/ol026382q

Reference yield:

: 182744-65-6
2,4-Dihydroxy-3-hydroxymethyl-benzoic acid methyl ester

: 461435-02-9
2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / benzyltrimethylammonium dichloroiodate; sodium bicarbonate / methanol / 2.75 h

2: K₂CO₃ / acetone / 24 h / Heating

3: 4.30 g / imidazole / dimethylformamide / 24 h

4: 85 percent / (o-tol)3P / trans-ClBnPd(PPh₃)2 / dimethylformamide / 24 h / 100 °C

5: DIBAL / CH₂Cl₂ / 3 h / -78 °C

6: 4.65 g / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; oxalyl dichloride; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate; dimethyl sulfoxide; triethylamine; tris-(o-tolyl)phosphine; trans-benzyl(chloro)-bis(triphenylphosphine)palladium(II); In methanol; dichloromethane; N,N-dimethyl-formamide; acetone; 4: Stille cross-coupling;
DOI:10.1021/ol026382q

Reference yield:

: 461435-05-2
2,4-dihydroxy-3-hydroxymethyl-5-iodo-benzoic acid methyl ester

: 461435-02-9
2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: K₂CO₃ / acetone / 24 h / Heating

2: 4.30 g / imidazole / dimethylformamide / 24 h

3: 85 percent / (o-tol)3P / trans-ClBnPd(PPh₃)2 / dimethylformamide / 24 h / 100 °C

4: DIBAL / CH₂Cl₂ / 3 h / -78 °C

5: 4.65 g / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; oxalyl dichloride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; tris-(o-tolyl)phosphine; trans-benzyl(chloro)-bis(triphenylphosphine)palladium(II); In dichloromethane; N,N-dimethyl-formamide; acetone; 3: Stille cross-coupling;
DOI:10.1021/ol026382q