5-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-[7-(4-bromo-benzyloxy)-8-(4-bromo-benzyloxymethyl)-3-(4-methoxy-benzyloxy)-5-methyl-oxocan-2-yl]-3-methyl-pent-3-en-2-one

Base Information

Chemical Name:5-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-[7-(4-bromo-benzyloxy)-8-(4-bromo-benzyloxymethyl)-3-(4-methoxy-benzyloxy)-5-methyl-oxocan-2-yl]-3-methyl-pent-3-en-2-one
CAS No.:876288-97-0
Molecular Formula:C₆₆H₈₄Br₂O₁₀Si
Molecular Weight:1225.28
Hs Code.:

5-[8-benzyloxy-9-benzyloxymethyl-3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-[7-(4-bromo-benzyloxy)-8-(4-bromo-benzyloxymethyl)-3-(4-methoxy-benzyloxy)-5-methyl-oxocan-2-yl]-3-methyl-pent-3-en-2-one

Synonyms:5-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-[7-(4-bromo-benzyloxy)-8-(4-bromo-benzyloxymethyl)-3-(4-methoxy-benzyloxy)-5-methyl-oxocan-2-yl]-3-methyl-pent-3-en-2-one

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Chemical Property of 5-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-[7-(4-bromo-benzyloxy)-8-(4-bromo-benzyloxymethyl)-3-(4-methoxy-benzyloxy)-5-methyl-oxocan-2-yl]-3-methyl-pent-3-en-2-one

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Technology Process of 5-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-[7-(4-bromo-benzyloxy)-8-(4-bromo-benzyloxymethyl)-3-(4-methoxy-benzyloxy)-5-methyl-oxocan-2-yl]-3-methyl-pent-3-en-2-one

There total 21 articles about 5-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-[7-(4-bromo-benzyloxy)-8-(4-bromo-benzyloxymethyl)-3-(4-methoxy-benzyloxy)-5-methyl-oxocan-2-yl]-3-methyl-pent-3-en-2-one 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: 100.0%

: 876288-84-5
5-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-[7-(4-bromo-benzyloxy)-8-(4-bromo-benzyloxymethyl)-3-(4-methoxy-benzyloxy)-5-methyl-oxocan-2-yl]-3-methyl-pent-3-en-2-ol

: 876288-97-0
5-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-[7-(4-bromo-benzyloxy)-8-(4-bromo-benzyloxymethyl)-3-(4-methoxy-benzyloxy)-5-methyl-oxocan-2-yl]-3-methyl-pent-3-en-2-one

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 0 - 25 ℃; for 2.5h;
DOI:10.1016/j.tet.2006.05.014

Reference yield:

: 876288-77-6
(2R,3S,5Z,8R,9S)-8-benzyloxy-9-benzyloxymethyl-2-hydroxymethyl-2,3,4,7,8,9-hexahydrooxonin-3-ol

: 876288-97-0
5-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-[7-(4-bromo-benzyloxy)-8-(4-bromo-benzyloxymethyl)-3-(4-methoxy-benzyloxy)-5-methyl-oxocan-2-yl]-3-methyl-pent-3-en-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0.25 h / -78 °C

2.1: 17.5 mg / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 - 0 °C

3.1: BuLi / tetrahydrofuran / 0.17 h / -78 °C

3.2: 99 percent / tetrahydrofuran / 3 h / -78 - 24 °C

4.1: Cp₂ZrCl₂; DIBAL / tetrahydrofuran; hexane / 0.5 h / 55 °C

4.2: 86 percent / I₂ / tetrahydrofuran; hexane / 0.25 h / 0 °C

5.1: 40 percent / CrCl₂; NiCl₂ / dimethylsulfoxide / 25 h / 25 °C

6.1: 100 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 2.5 h / 0 - 25 °C

With 2,6-dimethylpyridine; chromium dichloride; n-butyllithium; zirconocene dichloride; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; nickel dichloride; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; 5.1: Nozaki-Hiyama-Kishi reaction;
DOI:10.1016/j.tet.2006.05.014

Reference yield:

: 876288-75-4
(1R,3S,4R,6Z,9S,11S)-3-hydroxymethyl-11-phenyl-2,10,12-trioxabicyclo[7.4.0]tridecan-6-en-4-ol

: 876288-97-0
5-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-[7-(4-bromo-benzyloxy)-8-(4-bromo-benzyloxymethyl)-3-(4-methoxy-benzyloxy)-5-methyl-oxocan-2-yl]-3-methyl-pent-3-en-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 98 percent / NaH; TBAI / tetrahydrofuran / 0.38 h / 0 - 25 °C

2.1: 98 percent / aq. HCl / tetrahydrofuran / 21 h / 25 °C

3.1: 2,6-lutidine / CH₂Cl₂ / 0.25 h / -78 °C

4.1: 17.5 mg / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 - 0 °C

5.1: BuLi / tetrahydrofuran / 0.17 h / -78 °C

5.2: 99 percent / tetrahydrofuran / 3 h / -78 - 24 °C

6.1: Cp₂ZrCl₂; DIBAL / tetrahydrofuran; hexane / 0.5 h / 55 °C

6.2: 86 percent / I₂ / tetrahydrofuran; hexane / 0.25 h / 0 °C

7.1: 40 percent / CrCl₂; NiCl₂ / dimethylsulfoxide / 25 h / 25 °C

8.1: 100 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 2.5 h / 0 - 25 °C

With 2,6-dimethylpyridine; chromium dichloride; hydrogenchloride; n-butyllithium; zirconocene dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; nickel dichloride; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; 7.1: Nozaki-Hiyama-Kishi reaction;
DOI:10.1016/j.tet.2006.05.014