[3-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-pent-(E)-ylidene]-cyclohexyl-amine

Base Information

Chemical Name:[3-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-pent-(E)-ylidene]-cyclohexyl-amine
CAS No.:192126-25-3
Molecular Formula:C₂₅H₄₃NO₂Si
Molecular Weight:417.707
Hs Code.:

Synonyms:[3-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-pent-(E)-ylidene]-cyclohexyl-amine

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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 [3-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-pent-(E)-ylidene]-cyclohexyl-amine

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Technology Process of [3-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-pent-(E)-ylidene]-cyclohexyl-amine

There total 8 articles about [3-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-pent-(E)-ylidene]-cyclohexyl-amine 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: 98.0%

: 108-91-8,157973-60-9
cyclohexylamine

: 192126-24-2
3-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-pentanal

: 192126-25-3
[3-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-pent-(E)-ylidene]-cyclohexyl-amine

Guidance literature:: With 4 A molecular sieve; In benzene; at 22 ℃; for 15h;
DOI:10.1002/anie.199711941

Reference yield:

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

: 192126-25-3
[3-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-pent-(E)-ylidene]-cyclohexyl-amine

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

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

: 192126-25-3
[3-Benzyloxymethyl-5-(tert-butyl-dimethyl-silanyloxy)-pent-(E)-ylidene]-cyclohexyl-amine

Guidance literature:: Multi-step reaction with 7 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

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