(E)-(2R,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-en-1-ol

Base Information

Chemical Name:(E)-(2R,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-en-1-ol
CAS No.:264920-95-8
Molecular Formula:C₂₃H₄₀O₄Si
Molecular Weight:408.654
Hs Code.:

Synonyms:(E)-(2R,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-en-1-ol

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Chemical Property of (E)-(2R,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-en-1-ol

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Technology Process of (E)-(2R,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-en-1-ol

There total 4 articles about (E)-(2R,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-en-1-ol 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: 93.0%

: 264920-94-7
(E)-(2S,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-enoic acid methyl ester

: 264920-95-8
(E)-(2R,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1021/ol005510c

Reference yield:

: 110597-90-5
(E)-5-(4-methoxyphenylmethyloxy)-2-methyl-2-pentenal

: 264920-95-8
(E)-(2R,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / Bu₂BOTf; i-Pr₂NEt / diethyl ether / 6 h / -78 °C

2: 80 percent / MeOH / 2 h / -78 - -10 °C

3: 90 percent / 2,6-lutidine / CH₂Cl₂ / 0.17 h / -78 °C

4: 93 percent / DIBAl-H / CH₂Cl₂ / 0.5 h / -78 °C

With 2,6-dimethylpyridine; methanol; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; 1: Heathcock anti-aldol reaction / 2: methanolysis / 3: silylation / 4: Reduction;
DOI:10.1021/ol005510c

Reference yield:

: 264920-93-6
(E)-(2S,3R)-3-Hydroxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-hept-4-enoic acid methyl ester

: 264920-95-8
(E)-(2R,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / 2,6-lutidine / CH₂Cl₂ / 0.17 h / -78 °C

2: 93 percent / DIBAl-H / CH₂Cl₂ / 0.5 h / -78 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; In dichloromethane; 1: silylation / 2: Reduction;
DOI:10.1021/ol005510c