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

Base Information

Chemical Name:2-[2-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-(4-methoxy-benzyloxy)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-decahydro-1,5-dioxa-benzocycloocten-3-ol
CAS No.:909001-51-0
Molecular Formula:C₆₆H₈₆Br₂O₁₁Si
Molecular Weight:1243.3
Hs Code.:

2-[2-[8-benzyloxy-9-benzyloxymethyl-3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-(4-methoxy-benzyloxy)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-decahydro-1,5-dioxa-benzocycloocten-3-ol

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

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Chemical Property of 2-[2-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-(4-methoxy-benzyloxy)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-decahydro-1,5-dioxa-benzocycloocten-3-ol

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Technology Process of 2-[2-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-(4-methoxy-benzyloxy)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-decahydro-1,5-dioxa-benzocycloocten-3-ol

There total 30 articles about 2-[2-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-(4-methoxy-benzyloxy)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-decahydro-1,5-dioxa-benzocycloocten-3-ol 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:

: 909001-65-6
C₆₆H₈₄Br₂O₁₁Si

: 909001-66-7
C₆₆H₈₆Br₂O₁₁Si

: 909001-51-0
2-[2-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-(4-methoxy-benzyloxy)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-decahydro-1,5-dioxa-benzocycloocten-3-ol

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -20 ℃; for 2h;
DOI:10.1016/j.tet.2006.05.014

Reference yield:

: 909001-50-9
C₆₆H₈₄Br₂O₁₁Si

: 909001-66-7
C₆₆H₈₆Br₂O₁₁Si

: 909001-51-0
2-[2-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-(4-methoxy-benzyloxy)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-decahydro-1,5-dioxa-benzocycloocten-3-ol

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -30 ℃; for 1.5h;
DOI:10.1016/j.tet.2006.05.014

Reference yield:

: 876288-82-3
(2R,3S,5Z,8R,9S)-3-benzyloxy-2-benzyloxymethyl-8-(tret-butyldimethylsilyloxy)-9-(but-2'-ynyl)-2,3,4,7,8,9-hexahydrooxonin

: 909001-51-0
2-[2-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-(4-methoxy-benzyloxy)-ethyl]-7-(4-bromo-benzyloxy)-6-(4-bromo-benzyloxymethyl)-2,9-dimethyl-decahydro-1,5-dioxa-benzocycloocten-3-ol

Guidance literature:: Multi-step reaction with 11 steps

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

1.2: 86 percent / I₂ / tetrahydrofuran; hexane / 0.25 h / 0 °C

2.1: 40 percent / CrCl₂; NiCl₂ / dimethylsulfoxide / 25 h / 25 °C

3.1: VO(acac)2; TBHP / toluene / 2.5 h / 0 °C

3.2: 91 percent / dimethylsulfide / toluene / 0.5 h / 24 °C

4.1: 100 percent / 2,6-lutidine / tetrahydrofuran / 0.17 h / 0 - 25 °C

5.1: 97 percent / DDQ; pH 7 buffer / CH₂Cl₂ / 0.83 h / 0 °C / pH 7

6.1: CSA / CH₂Cl₂ / 0.42 h / 0 °C

6.2: 80 percent / triethylamine / CH₂Cl₂ / 0.5 h / 0 - 25 °C

7.1: 61 percent / (COCl)2; triethylamine; DMSO / CH₂Cl₂ / 1.25 h / -78 - 0 °C

8.1: 71 percent / HF*Py; pyridine / tetrahydrofuran / 144 h / 25 °C

9.1: 27 percent / NaBH₄ / methanol / 0.25 h / 0 °C

10.1: PPTS / benzene / 3 h / 80 °C

11.1: DIBAL / CH₂Cl₂; hexane / 2 h / -20 °C

With pyridine; 2,6-dimethylpyridine; chromium dichloride; tert.-butylhydroperoxide; sodium tetrahydroborate; zirconocene dichloride; oxalyl dichloride; bis(acetylacetonate)oxovanadium; pH 7 buffer; camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; nickel dichloride; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; toluene; benzene; 2.1: Nozaki-Hiyama-Kishi reaction / 7.1: Swern oxidation;
DOI:10.1016/j.tet.2006.05.014