(2E,4E,10E,12E)-(6R,7S,8S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-15-(1-ethoxy-ethoxy)-2,4,6,8,10,16-hexamethyl-14-oxo-7-triethylsilanyloxy-heptadeca-2,4,10,12-tetraenoic acid ethyl ester

Base Information

Chemical Name:(2E,4E,10E,12E)-(6R,7S,8S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-15-(1-ethoxy-ethoxy)-2,4,6,8,10,16-hexamethyl-14-oxo-7-triethylsilanyloxy-heptadeca-2,4,10,12-tetraenoic acid ethyl ester
CAS No.:186425-18-3
Molecular Formula:C₅₁H₈₀O₇Si₂
Molecular Weight:861.363
Hs Code.:

(2E,4E,10E,12E)-(6R,7S,8S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-15-(1-ethoxy-ethoxy)-2,4,6,8,10,16-hexamethyl-14-oxo-7-triethylsilanyloxy-heptadeca-2,4,10,12-tetraenoic acid ethyl ester

Synonyms:(2E,4E,10E,12E)-(6R,7S,8S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-15-(1-ethoxy-ethoxy)-2,4,6,8,10,16-hexamethyl-14-oxo-7-triethylsilanyloxy-heptadeca-2,4,10,12-tetraenoic acid ethyl ester

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Chemical Property of (2E,4E,10E,12E)-(6R,7S,8S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-15-(1-ethoxy-ethoxy)-2,4,6,8,10,16-hexamethyl-14-oxo-7-triethylsilanyloxy-heptadeca-2,4,10,12-tetraenoic acid ethyl ester

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Technology Process of (2E,4E,10E,12E)-(6R,7S,8S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-15-(1-ethoxy-ethoxy)-2,4,6,8,10,16-hexamethyl-14-oxo-7-triethylsilanyloxy-heptadeca-2,4,10,12-tetraenoic acid ethyl ester

There total 22 articles about (2E,4E,10E,12E)-(6R,7S,8S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-15-(1-ethoxy-ethoxy)-2,4,6,8,10,16-hexamethyl-14-oxo-7-triethylsilanyloxy-heptadeca-2,4,10,12-tetraenoic acid ethyl ester 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:

: (2E,4E,10E)-(6R,7S,8S,15R,16S)-12-Acetoxy-17-(tert-butyl-diphenyl-silanyloxy)-15-(1-ethoxy-ethoxy)-2,4,6,8,10,16-hexamethyl-14-oxo-7-triethylsilanyloxy-heptadeca-2,4,10-trienoic acid ethyl ester

: 186425-18-3
(2E,4E,10E,12E)-(6R,7S,8S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-15-(1-ethoxy-ethoxy)-2,4,6,8,10,16-hexamethyl-14-oxo-7-triethylsilanyloxy-heptadeca-2,4,10,12-tetraenoic acid ethyl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; at 10 ℃; for 2h; Yield given;
DOI:10.1016/S0040-4039(96)02132-6

Reference yield:

: 994-30-9
triethylsilyl chloride

: 186425-18-3
(2E,4E,10E,12E)-(6R,7S,8S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-15-(1-ethoxy-ethoxy)-2,4,6,8,10,16-hexamethyl-14-oxo-7-triethylsilanyloxy-heptadeca-2,4,10,12-tetraenoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole, DMAP / CH₂Cl₂ / 18 h

2: 88 percent / PPTS / propan-2-ol / 8 h

3: 96 percent / MnO₂ / CH₂Cl₂ / 3 h

4: 87 percent / LiHMDS, ZnCl₂ / tetrahydrofuran / 0.75 h / -78 - -50 °C

5: pyridine, DMAP / CH₂Cl₂ / 4 h / -78 - 0 °C

6: DBU / benzene / 2 h / 10 °C

With pyridine; 1H-imidazole; dmap; manganese(IV) oxide; pyridinium p-toluenesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; isopropyl alcohol; benzene;
DOI:10.1016/S0040-4039(96)02132-6

Reference yield:

: 87717-21-3
ethyl α-(diisopropoxyphosphinyl)propionate

: 186425-18-3
(2E,4E,10E,12E)-(6R,7S,8S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-15-(1-ethoxy-ethoxy)-2,4,6,8,10,16-hexamethyl-14-oxo-7-triethylsilanyloxy-heptadeca-2,4,10,12-tetraenoic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 81 percent / tBuOK / tetrahydrofuran / 15 h / -78 - 20 °C

2: 78 percent / TBAF / tetrahydrofuran / 15 h

3: imidazole, DMAP / CH₂Cl₂ / 18 h

4: 88 percent / PPTS / propan-2-ol / 8 h

5: 96 percent / MnO₂ / CH₂Cl₂ / 3 h

6: 87 percent / LiHMDS, ZnCl₂ / tetrahydrofuran / 0.75 h / -78 - -50 °C

7: pyridine, DMAP / CH₂Cl₂ / 4 h / -78 - 0 °C

8: DBU / benzene / 2 h / 10 °C

With pyridine; 1H-imidazole; dmap; manganese(IV) oxide; potassium tert-butylate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; isopropyl alcohol; benzene;
DOI:10.1016/S0040-4039(96)02132-6