(E)-(2S,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-enal

Base Information

Chemical Name:(E)-(2S,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-enal
CAS No.:264920-88-9
Molecular Formula:C₂₃H₃₈O₄Si
Molecular Weight:406.638
Hs Code.:

Synonyms:(E)-(2S,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-enal

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-(2S,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-enal

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Technology Process of (E)-(2S,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-enal

There total 5 articles about (E)-(2S,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-enal 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: 99.0%

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

: 264920-88-9
(E)-(2S,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-enal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃;
DOI:10.1021/ol005510c

Reference yield:

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

: 264920-88-9
(E)-(2S,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-enal

Guidance literature:: Multi-step reaction with 5 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

5: 99 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / -78 °C

With 2,6-dimethylpyridine; methanol; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; 1: Heathcock anti-aldol reaction / 2: methanolysis / 3: silylation / 4: Reduction / 5: Swern oxidation;
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

: 264920-88-9
(E)-(2S,3R)-7-(4-Methoxy-benzyloxy)-2,4-dimethyl-3-triethylsilanyloxy-hept-4-enal

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 99 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / -78 °C

With 2,6-dimethylpyridine; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In dichloromethane; 1: silylation / 2: Reduction / 3: Swern oxidation;
DOI:10.1021/ol005510c