2-{(5S,6R)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-6-[((2E,4E)-hexa-2,4-dienyl)oxy]-cyclohex-1-enyl}-ethylamine

Base Information

Chemical Name:2-{(5S,6R)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-6-[((2E,4E)-hexa-2,4-dienyl)oxy]-cyclohex-1-enyl}-ethylamine
CAS No.:204004-82-0
Molecular Formula:C₂₂H₄₁NO₂Si
Molecular Weight:379.659
Hs Code.:

Synonyms:2-{(5S,6R)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-6-[((2E,4E)-hexa-2,4-dienyl)oxy]-cyclohex-1-enyl}-ethylamine

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Chemical Property of 2-{(5S,6R)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-6-[((2E,4E)-hexa-2,4-dienyl)oxy]-cyclohex-1-enyl}-ethylamine

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Technology Process of 2-{(5S,6R)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-6-[((2E,4E)-hexa-2,4-dienyl)oxy]-cyclohex-1-enyl}-ethylamine

There total 6 articles about 2-{(5S,6R)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-6-[((2E,4E)-hexa-2,4-dienyl)oxy]-cyclohex-1-enyl}-ethylamine 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: 66.0%

: 204004-81-9
{(1S,2R)-3-(2-Azido-ethyl)-2-[((2E,4E)-hexa-2,4-dienyl)oxy]-cyclohex-3-enyloxy}-dimethyl-(1,1,2-trimethyl-propyl)-silane

: 204004-82-0
2-{(5S,6R)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-6-[((2E,4E)-hexa-2,4-dienyl)oxy]-cyclohex-1-enyl}-ethylamine

Guidance literature:: With triphenylphosphine; In tetrahydrofuran; at 45 ℃; for 18h;
DOI:10.1055/s-1998-4529

Reference yield:

: 6926-44-9
phenethyl azide

: 204004-82-0
2-{(5S,6R)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-6-[((2E,4E)-hexa-2,4-dienyl)oxy]-cyclohex-1-enyl}-ethylamine

Guidance literature:: Multi-step reaction with 5 steps

1: Escherichia coli JM₁₀₉(pDTG₆₀₁)

2: 72 percent / potassium azodicarboxylate, HOAc / methanol / 14 h / Ambient temperature

3: 99 percent / imidazole / dimethylformamide / 13 h / 0 °C

4: 58 percent / NaH / tetrahydrofuran / Ambient temperature; 1.) 0 deg C, 20 min, 2.) r.t., 14 h

5: 66 percent / aq. PPh₃ / tetrahydrofuran / 18 h / 45 °C

With 1H-imidazole; Escherichia coli JM₁₀₉(pDTG₆₀₁); potassium diazodicarboxylate; sodium hydride; acetic acid; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1055/s-1998-4529

Reference yield:

: 103-63-9
1-phenyl-2-bromoethane

: 204004-82-0
2-{(5S,6R)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-6-[((2E,4E)-hexa-2,4-dienyl)oxy]-cyclohex-1-enyl}-ethylamine

Guidance literature:: Multi-step reaction with 6 steps

1: NaN₃ / dimethylformamide

2: Escherichia coli JM₁₀₉(pDTG₆₀₁)

3: 72 percent / potassium azodicarboxylate, HOAc / methanol / 14 h / Ambient temperature

4: 99 percent / imidazole / dimethylformamide / 13 h / 0 °C

5: 58 percent / NaH / tetrahydrofuran / Ambient temperature; 1.) 0 deg C, 20 min, 2.) r.t., 14 h

6: 66 percent / aq. PPh₃ / tetrahydrofuran / 18 h / 45 °C

With 1H-imidazole; sodium azide; Escherichia coli JM₁₀₉(pDTG₆₀₁); potassium diazodicarboxylate; sodium hydride; acetic acid; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1055/s-1998-4529