2-benzyloxymethyl-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-propionaldehyde

Base Information

• Chemical Name: 2-benzyloxymethyl-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-propionaldehyde
• CAS No.: 370878-53-8
• Molecular Formula: C₂₄H₃₄O₄Si
• Molecular Weight: 414.617

Synonyms:2-benzyloxymethyl-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-propionaldehyde

Chemical Property of 2-benzyloxymethyl-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-propionaldehyde

Chemical Property:

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Technology Process of 2-benzyloxymethyl-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-propionaldehyde

There total 8 articles about 2-benzyloxymethyl-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-propionaldehyde 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:

[2-Benzyloxymethyl-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-prop-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine → 2-benzyloxymethyl-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-propionaldehyde (370878-52-7) + 2-benzyloxymethyl-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-propionaldehyde (370878-53-8)

Guidance literature:

With ozone; In dichloromethane; at -78 ℃; for 0.583333h; Title compound not separated from byproducts.;

DOI:10.1021/ol0164482

Reference yield:

[2-Benzyloxymethyl-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-prop-(E)-ylidene]-((R)-2-methoxymethyl-pyrrolidin-1-yl)-amine → 2-benzyloxymethyl-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-propionaldehyde (370878-52-7) + 2-benzyloxymethyl-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-propionaldehyde (370878-53-8)

Guidance literature:

With ozone; In dichloromethane; at -78 ℃; for 0.583333h; Title compound not separated from byproducts.;

DOI:10.1021/ol0164482

Reference yield:

4-allylguaiacol (97-53-0) → 2-benzyloxymethyl-3-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-phenyl]-propionaldehyde (370878-53-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 78 percent / imidazole / dimethylformamide / 19 h / 20 °C

2.1: disiamylborane / diethyl ether / 3 h / 0 °C

2.2: 75 percent / pyridinium chlorochromate / CH₂Cl₂ / 2 h / Heating

3.1: 84 percent / 20 h / 20 °C

4.1: LDA / diethyl ether; hexane / 5.5 h / 0 °C

4.2: 77 percent / diethyl ether; hexane / -120 - 20 °C

5.1: O₃ / CH₂Cl₂ / 0.58 h / -78 °C

With 1H-imidazole; bis-(1,2-dimethylpropyl)borane; ozone; lithium diisopropyl amide; In diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol0164482

upstream raw materials:

4-allylguaiacol

tert-butyldimethylsilyl chloride

3-(4′-tert-butyldimethylsilyloxy-3′-methoxyphenyl)propanal

3-[3-methoxy-4-(tert-butyldimethylsiloxy)phenyl]-1-propene

Downstream raw materials:

CHCH₂CH₂C₆H₃OCH₃OSiC₄H₉(CH₃)2CHOCH₂C₆H₅CHC₆H₃OCH₃OSiC₄H₉(CH₃)2

CHCH₂CH₂C₆H₃OCH₃OSiC₄H₉(CH₃)2CHOCHC₆H₃OCH₃OSiC₄H₉(CH₃)2Si(CH₃)3

(S)-(+)-imperanene

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