(E)-(4R,5S,6R)-6-(tert-Butyl-diphenyl-silanyloxy)-2,4-dimethyl-5-triethylsilanyloxy-hept-2-enal

Base Information

Chemical Name:(E)-(4R,5S,6R)-6-(tert-Butyl-diphenyl-silanyloxy)-2,4-dimethyl-5-triethylsilanyloxy-hept-2-enal
CAS No.:179943-73-8
Molecular Formula:C₃₁H₄₈O₃Si₂
Molecular Weight:524.891
Hs Code.:

Synonyms:(E)-(4R,5S,6R)-6-(tert-Butyl-diphenyl-silanyloxy)-2,4-dimethyl-5-triethylsilanyloxy-hept-2-enal

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Chemical Property of (E)-(4R,5S,6R)-6-(tert-Butyl-diphenyl-silanyloxy)-2,4-dimethyl-5-triethylsilanyloxy-hept-2-enal

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Technology Process of (E)-(4R,5S,6R)-6-(tert-Butyl-diphenyl-silanyloxy)-2,4-dimethyl-5-triethylsilanyloxy-hept-2-enal

There total 7 articles about (E)-(4R,5S,6R)-6-(tert-Butyl-diphenyl-silanyloxy)-2,4-dimethyl-5-triethylsilanyloxy-hept-2-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: 94.0%

: 179943-95-4
(E)-(4R,5S,6R)-6-(tert-Butyl-diphenyl-silanyloxy)-2,4-dimethyl-5-triethylsilanyloxy-hept-2-en-1-ol

: 179943-73-8
(E)-(4R,5S,6R)-6-(tert-Butyl-diphenyl-silanyloxy)-2,4-dimethyl-5-triethylsilanyloxy-hept-2-enal

Guidance literature:: With manganese(IV) oxide; In dichloromethane; for 48h; Ambient temperature;
DOI:10.1021/ja9607796

Reference yield:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 179943-73-8
(E)-(4R,5S,6R)-6-(tert-Butyl-diphenyl-silanyloxy)-2,4-dimethyl-5-triethylsilanyloxy-hept-2-enal

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / 2,4-lutidine / CH₂Cl₂ / 0.42 h / -78 - 0 °C

2: 84 percent / DIBAL-H / CH₂Cl₂; tetrahydrofuran / 3 h / -78 °C

3: 94 percent / MnO₂ / CH₂Cl₂ / 48 h / Ambient temperature

With manganese(IV) oxide; 2,4-lutidine; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja9607796

Reference yield:

: 167468-64-6
(2R)-2-(tert-butyldiphenylsiloxy)propanal

: 179943-73-8
(E)-(4R,5S,6R)-6-(tert-Butyl-diphenyl-silanyloxy)-2,4-dimethyl-5-triethylsilanyloxy-hept-2-enal

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) molecular sieves 4A, 2.) 1 M NaOH / 1.) toluene, -78 deg C, 1.5 h, 2.) toluene, RT, 3 h

2: 1.) O₃/O₂, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, 2 h

3: CH₂Cl₂ / 26 h / 50 °C

4: 99 percent / 2,4-lutidine / CH₂Cl₂ / 0.42 h / -78 - 0 °C

5: 84 percent / DIBAL-H / CH₂Cl₂; tetrahydrofuran / 3 h / -78 °C

6: 94 percent / MnO₂ / CH₂Cl₂ / 48 h / Ambient temperature

With manganese(IV) oxide; sodium hydroxide; 2,4-lutidine; 4 A molecular sieve; oxygen; diisobutylaluminium hydride; ozone; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja9607796