(2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-8-(4-methoxy-benzyloxy)-4-methyl-octa-2,4-dienenitrile

Base Information

Chemical Name:(2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-8-(4-methoxy-benzyloxy)-4-methyl-octa-2,4-dienenitrile
CAS No.:208586-52-1
Molecular Formula:C₃₃H₃₉NO₃Si
Molecular Weight:525.763
Hs Code.:

Synonyms:(2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-8-(4-methoxy-benzyloxy)-4-methyl-octa-2,4-dienenitrile

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Chemical Property of (2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-8-(4-methoxy-benzyloxy)-4-methyl-octa-2,4-dienenitrile

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Technology Process of (2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-8-(4-methoxy-benzyloxy)-4-methyl-octa-2,4-dienenitrile

There total 12 articles about (2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-8-(4-methoxy-benzyloxy)-4-methyl-octa-2,4-dienenitrile 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%

: 21658-95-7
diisopropyl (cyanomethyl)phosphonate

: 208586-66-7
(E)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(4-methoxy-benzyloxy)-2-methyl-hex-2-enal

: 208586-52-1
(2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-8-(4-methoxy-benzyloxy)-4-methyl-octa-2,4-dienenitrile

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; -78 deg C to rt, 3.5 h;
DOI:10.1016/S0040-4039(98)00500-0

Reference yield:

: 208586-56-5
(S)-5-(4-Methoxy-benzyloxy)-pent-1-yn-3-ol

: 208586-52-1
(2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-8-(4-methoxy-benzyloxy)-4-methyl-octa-2,4-dienenitrile

Guidance literature:: Multi-step reaction with 9 steps

1: HMDS / tetrahydrofuran / 2 h / Ambient temperature

2: 1.55N BuLi / tetrahydrofuran; hexane / 7 h / -78 deg C to rt

3: HF*pyridine / tetrahydrofuran

4: 1.) CuI, 2.) NEt₃, DMAP, 3.) Na₂S*9H₂O / 1.) THF, 0-4 deg C, 2 d, 2.) CH₂Cl₂, -78 deg C to rt, 7 h, 3.) EtOH, rt, 4 d

5: 100 percent / tetrahydrofuran / 24 h / 0 °C / PFL enzyme

6: imidazole / dimethylformamide / Ambient temperature

7: K₂CO₃ / methanol / 5 h / -15 °C

8: BaMnO₄ / CH₂Cl₂ / Ambient temperature

9: 98 percent / t-BuOK / tetrahydrofuran / -78 deg C to rt, 3.5 h

With 1H-imidazole; dmap; sodium sulfide; copper(l) iodide; n-butyllithium; barium permanganate; potassium tert-butylate; potassium carbonate; pyridine hydrogenfluoride; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)00500-0

Reference yield:

: 208586-55-4
(S)-pent-4-yn-1,3-diol

: 208586-52-1
(2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-8-(4-methoxy-benzyloxy)-4-methyl-octa-2,4-dienenitrile

Guidance literature:: Multi-step reaction with 10 steps

1: 47 percent / PPTS / tetrahydrofuran / 48 h / Ambient temperature

2: HMDS / tetrahydrofuran / 2 h / Ambient temperature

3: 1.55N BuLi / tetrahydrofuran; hexane / 7 h / -78 deg C to rt

4: HF*pyridine / tetrahydrofuran

5: 1.) CuI, 2.) NEt₃, DMAP, 3.) Na₂S*9H₂O / 1.) THF, 0-4 deg C, 2 d, 2.) CH₂Cl₂, -78 deg C to rt, 7 h, 3.) EtOH, rt, 4 d

6: 100 percent / tetrahydrofuran / 24 h / 0 °C / PFL enzyme

7: imidazole / dimethylformamide / Ambient temperature

8: K₂CO₃ / methanol / 5 h / -15 °C

9: BaMnO₄ / CH₂Cl₂ / Ambient temperature

10: 98 percent / t-BuOK / tetrahydrofuran / -78 deg C to rt, 3.5 h

With 1H-imidazole; dmap; sodium sulfide; copper(l) iodide; n-butyllithium; barium permanganate; potassium tert-butylate; pyridinium p-toluenesulfonate; potassium carbonate; pyridine hydrogenfluoride; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)00500-0