2-[1-benzyloxy-2-(8-benzyloxy-9-benzyloxymethyl-3-hydroxy-2,3,4,7,8,9-hexahydro-oxonin-2-yl)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-octahydro-1,5-dioxa-benzocycloocten-3-one

Base Information

Chemical Name:2-[1-benzyloxy-2-(8-benzyloxy-9-benzyloxymethyl-3-hydroxy-2,3,4,7,8,9-hexahydro-oxonin-2-yl)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-octahydro-1,5-dioxa-benzocycloocten-3-one
CAS No.:876288-65-2
Molecular Formula:C₅₉H₆₈Br₂O₁₀
Molecular Weight:1096.99
Hs Code.:

2-[1-benzyloxy-2-(8-benzyloxy-9-benzyloxymethyl-3-hydroxy-2,3,4,7,8,9-hexahydro-oxonin-2-yl)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-octahydro-1,5-dioxa-benzocycloocten-3-one

Synonyms:2-[1-benzyloxy-2-(8-benzyloxy-9-benzyloxymethyl-3-hydroxy-2,3,4,7,8,9-hexahydro-oxonin-2-yl)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-octahydro-1,5-dioxa-benzocycloocten-3-one

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Chemical Property of 2-[1-benzyloxy-2-(8-benzyloxy-9-benzyloxymethyl-3-hydroxy-2,3,4,7,8,9-hexahydro-oxonin-2-yl)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-octahydro-1,5-dioxa-benzocycloocten-3-one

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Technology Process of 2-[1-benzyloxy-2-(8-benzyloxy-9-benzyloxymethyl-3-hydroxy-2,3,4,7,8,9-hexahydro-oxonin-2-yl)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-octahydro-1,5-dioxa-benzocycloocten-3-one

There total 31 articles about 2-[1-benzyloxy-2-(8-benzyloxy-9-benzyloxymethyl-3-hydroxy-2,3,4,7,8,9-hexahydro-oxonin-2-yl)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-octahydro-1,5-dioxa-benzocycloocten-3-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%

: 876288-96-9
2-{1-benzyloxy-2-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-ethyl}-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-octahydro-1,5-dioxa-benzocycloocten-3-one

: 876288-65-2
2-[1-benzyloxy-2-(8-benzyloxy-9-benzyloxymethyl-3-hydroxy-2,3,4,7,8,9-hexahydro-oxonin-2-yl)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-octahydro-1,5-dioxa-benzocycloocten-3-one

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 23 ℃; for 48h;
DOI:10.1016/j.tetlet.2005.11.085

Reference yield:

: 876288-95-8
2-{1-benzyloxy-2-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-ethyl}-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-decahydro-1,5-dioxa-benzocycloocten-3-ol

: 876288-65-2
2-[1-benzyloxy-2-(8-benzyloxy-9-benzyloxymethyl-3-hydroxy-2,3,4,7,8,9-hexahydro-oxonin-2-yl)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-octahydro-1,5-dioxa-benzocycloocten-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0.5 h / 25 °C

2: 6.8 mg / HF*Py / tetrahydrofuran / 48 h / 0 - 25 °C

With sodium hydrogencarbonate; Dess-Martin periodane; pyridine hydrogenfluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2006.05.014

Reference yield:

: 876288-91-4
2-{2-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-hydroxy-ethyl}-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-decahydro-1,5-dioxa-benzocycloocten-3-ol

: 876288-65-2
2-[1-benzyloxy-2-(8-benzyloxy-9-benzyloxymethyl-3-hydroxy-2,3,4,7,8,9-hexahydro-oxonin-2-yl)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-octahydro-1,5-dioxa-benzocycloocten-3-one

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / PPTS / benzene / 1.5 h / 80 °C

2: 100 percent / DIBAL / hexane; CH₂Cl₂ / 3 h / 0 - 10 °C

3: 100 percent / TBAI; NaH / tetrahydrofuran; dimethylformamide / 8 h / 0 - 25 °C

4: 91 percent / DDQ; pH 7 buffer / CH₂Cl₂ / 0.33 h / 0 °C / pH 7

5: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0.5 h / 25 °C

6: 6.8 mg / HF*Py / tetrahydrofuran / 48 h / 0 - 25 °C

With pH 7 buffer; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; pyridine hydrogenfluoride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.tet.2006.05.014