{(E)-3-Benzyloxymethyl-4-[1-methoxy-meth-(Z)-ylidene]-oct-5-enyloxy}-tert-butyl-dimethyl-silane

Base Information

Chemical Name:{(E)-3-Benzyloxymethyl-4-[1-methoxy-meth-(Z)-ylidene]-oct-5-enyloxy}-tert-butyl-dimethyl-silane
CAS No.:192126-27-5
Molecular Formula:C₂₄H₄₀O₃Si
Molecular Weight:404.665
Hs Code.:

Synonyms:{(E)-3-Benzyloxymethyl-4-[1-methoxy-meth-(Z)-ylidene]-oct-5-enyloxy}-tert-butyl-dimethyl-silane

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Chemical Property of {(E)-3-Benzyloxymethyl-4-[1-methoxy-meth-(Z)-ylidene]-oct-5-enyloxy}-tert-butyl-dimethyl-silane

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Technology Process of {(E)-3-Benzyloxymethyl-4-[1-methoxy-meth-(Z)-ylidene]-oct-5-enyloxy}-tert-butyl-dimethyl-silane

There total 11 articles about {(E)-3-Benzyloxymethyl-4-[1-methoxy-meth-(Z)-ylidene]-oct-5-enyloxy}-tert-butyl-dimethyl-silane 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: 96.0%

: 77-78-1
dimethyl sulfate

: 192126-26-4
(Z)-2-[1-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-hex-2-enal

: 192126-27-5
{(E)-3-Benzyloxymethyl-4-[1-methoxy-meth-(Z)-ylidene]-oct-5-enyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: With potassium hydride; In N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; 1.) 0 deg C, 0.5 h, 2.) 0 deg C, 0.5 h;
DOI:10.1002/anie.199711941

Reference yield:

: 87184-81-4
4-(tert-butyldimethylsilanyloxy)butanal

: 192126-27-5
{(E)-3-Benzyloxymethyl-4-[1-methoxy-meth-(Z)-ylidene]-oct-5-enyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1: 4 Angstroem molecular sieves / benzene / 15 h / 22 °C

2: LDA / tetrahydrofuran / 1.) -5 deg C, 0.5 h, 2.) -78 to 22 deg C, 15 h

3: NaBH₄ / methanol / 0.17 h / 22 °C

4: 88 percent / NaH, (n-Bu)4NI / dimethylformamide / 15 h / 0 °C

5: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 2.) -78 to 22 deg C, 15 h

6: 98 percent / 4 Angstroem molecular sieves / benzene / 15 h / 22 °C

7: LDA / tetrahydrofuran / 1.) -5 deg C, 0.5 h, 2.) -78 to 22 deg C, 4 h

8: 6percent aq. oxalic acid / 0.5 h / 22 °C

9: 96 percent / KH / 1,2-dimethoxy-ethane; hexamethylphosphoric acid triamide / 1.) 0 deg C, 0.5 h, 2.) 0 deg C, 0.5 h

With sodium tetrahydroborate; 4 A molecular sieve; oxalic acid; tetra-(n-butyl)ammonium iodide; potassium hydride; sodium hydride; ozone; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; N,N-dimethyl-formamide; benzene;
DOI:10.1002/anie.199711941

Reference yield:

: 87184-99-4
4-tert-butyldimethylsilyloxybutan-1-ol

: 192126-27-5
{(E)-3-Benzyloxymethyl-4-[1-methoxy-meth-(Z)-ylidene]-oct-5-enyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 10 steps

1: 80 percent / SO₃*pyridine, DMSO, Et₃N / CH₂Cl₂ / 3 h / 0 °C

2: 4 Angstroem molecular sieves / benzene / 15 h / 22 °C

3: LDA / tetrahydrofuran / 1.) -5 deg C, 0.5 h, 2.) -78 to 22 deg C, 15 h

4: NaBH₄ / methanol / 0.17 h / 22 °C

5: 88 percent / NaH, (n-Bu)4NI / dimethylformamide / 15 h / 0 °C

6: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 2.) -78 to 22 deg C, 15 h

7: 98 percent / 4 Angstroem molecular sieves / benzene / 15 h / 22 °C

8: LDA / tetrahydrofuran / 1.) -5 deg C, 0.5 h, 2.) -78 to 22 deg C, 4 h

9: 6percent aq. oxalic acid / 0.5 h / 22 °C

10: 96 percent / KH / 1,2-dimethoxy-ethane; hexamethylphosphoric acid triamide / 1.) 0 deg C, 0.5 h, 2.) 0 deg C, 0.5 h

With sodium tetrahydroborate; pyridine-SO₃ complex; 4 A molecular sieve; oxalic acid; tetra-(n-butyl)ammonium iodide; potassium hydride; sodium hydride; ozone; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1002/anie.199711941