11-benzyloxy-3-[6-(tert-butyl-diphenyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxymethyl)-2-vinyl-oxepan-3-yloxy]-2-methoxy-2-vinyl-2,3,4,4a,5a,6,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalene

Base Information

Chemical Name:11-benzyloxy-3-[6-(tert-butyl-diphenyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxymethyl)-2-vinyl-oxepan-3-yloxy]-2-methoxy-2-vinyl-2,3,4,4a,5a,6,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalene
CAS No.:244770-89-6
Molecular Formula:C₆₃H₇₈O₉Si₂
Molecular Weight:1035.48
Hs Code.:

11-benzyloxy-3-[6-(<i>tert</i>-butyl-diphenyl-silanyloxy)-7-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-2-vinyl-oxepan-3-yloxy]-2-methoxy-2-vinyl-2,3,4,4a,5a,6,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[<i>b</i>]naphthalene

Synonyms:11-benzyloxy-3-[6-(tert-butyl-diphenyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxymethyl)-2-vinyl-oxepan-3-yloxy]-2-methoxy-2-vinyl-2,3,4,4a,5a,6,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalene

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Chemical Property of 11-benzyloxy-3-[6-(tert-butyl-diphenyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxymethyl)-2-vinyl-oxepan-3-yloxy]-2-methoxy-2-vinyl-2,3,4,4a,5a,6,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalene

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Technology Process of 11-benzyloxy-3-[6-(tert-butyl-diphenyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxymethyl)-2-vinyl-oxepan-3-yloxy]-2-methoxy-2-vinyl-2,3,4,4a,5a,6,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalene

There total 19 articles about 11-benzyloxy-3-[6-(tert-butyl-diphenyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxymethyl)-2-vinyl-oxepan-3-yloxy]-2-methoxy-2-vinyl-2,3,4,4a,5a,6,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalene 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: 75.0%

: 11-benzyloxy-3-[6-(tert-butyl-diphenyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxymethyl)-2-vinyl-oxepan-3-yloxy]-2-vinyl-2,3,4,4a,5a,6,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-2-ol

: 149-73-5
trimethyl orthoformate

: 244770-89-6
11-benzyloxy-3-[6-(tert-butyl-diphenyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxymethyl)-2-vinyl-oxepan-3-yloxy]-2-methoxy-2-vinyl-2,3,4,4a,5a,6,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalene

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane;
DOI:10.1039/a903063h

Reference yield:

: 13265-84-4
D-glucal

: 244770-89-6
11-benzyloxy-3-[6-(tert-butyl-diphenyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxymethyl)-2-vinyl-oxepan-3-yloxy]-2-methoxy-2-vinyl-2,3,4,4a,5a,6,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalene

Guidance literature:: Multi-step reaction with 17 steps

1: pyridine

2: NaH / dimethylformamide / 0 - 20 °C

3: NBS; H₂O / tetrahydrofuran

4: KHMDS; 18-crown-6 / toluene / 4 h / -75 - 0 °C

5: 0 - 20 °C

6: 93 percent / NaH / 0 - 20 °C

7: 94 percent / (PCy₃)2Cl₂Ru=CHPh / CH₂Cl₂

8: PPTS / CH₂Cl₂

9: DIBAL-H / CH₂Cl₂ / -78 - -20 °C

10: 82 percent / I₂; PPh₃; imidazole / toluene

11: LDA; DMPU / tetrahydrofuran / -78 - 0 °C

12: PPTS; MeOH

13: imidazole / dimethylformamide

14: 91 percent / DDQ; H₂O / 1,2-dichloro-ethane

15: 80 percent / CSA / toluene / 80 °C

16: 91 percent / diethyl ether / -78 - -60 °C

17: 75 percent / CSA / CH₂Cl₂

With pyridine; 1H-imidazole; methanol; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-Bromosuccinimide; 18-crown-6 ether; camphor-10-sulfonic acid; water; iodine; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; 1: Cyclization / 2: Etherification / 3: Addition / 4: Dehydrobromination / 5: Addition / 6: Etherification / 7: Cyclization / 8: Etherification / 9: Ring cleavage / 10: Substitution / 11: Alkylation / 12: Ring cleavage / 13: Etherification / 14: Reduction / 15: Cyclization / 16: Addition / 17: Etherification;
DOI:10.1039/a903063h

Reference yield:

: 244770-77-2
(4R,4aS,10aR)-4-Benzyloxy-6,6,8,8-tetraisopropyl-4,4a,10,10a-tetrahydro-1,5,7,9-tetraoxa-6,8-disila-benzocyclooctene

: 244770-89-6
11-benzyloxy-3-[6-(tert-butyl-diphenyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxymethyl)-2-vinyl-oxepan-3-yloxy]-2-methoxy-2-vinyl-2,3,4,4a,5a,6,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalene

Guidance literature:: Multi-step reaction with 15 steps

1: NBS; H₂O / tetrahydrofuran

2: KHMDS; 18-crown-6 / toluene / 4 h / -75 - 0 °C

3: 0 - 20 °C

4: 93 percent / NaH / 0 - 20 °C

5: 94 percent / (PCy₃)2Cl₂Ru=CHPh / CH₂Cl₂

6: PPTS / CH₂Cl₂

7: DIBAL-H / CH₂Cl₂ / -78 - -20 °C

8: 82 percent / I₂; PPh₃; imidazole / toluene

9: LDA; DMPU / tetrahydrofuran / -78 - 0 °C

10: PPTS; MeOH

11: imidazole / dimethylformamide

12: 91 percent / DDQ; H₂O / 1,2-dichloro-ethane

13: 80 percent / CSA / toluene / 80 °C

14: 91 percent / diethyl ether / -78 - -60 °C

15: 75 percent / CSA / CH₂Cl₂

With 1H-imidazole; methanol; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-Bromosuccinimide; 18-crown-6 ether; camphor-10-sulfonic acid; water; iodine; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; 1: Addition / 2: Dehydrobromination / 3: Addition / 4: Etherification / 5: Cyclization / 6: Etherification / 7: Ring cleavage / 8: Substitution / 9: Alkylation / 10: Ring cleavage / 11: Etherification / 12: Reduction / 13: Cyclization / 14: Addition / 15: Etherification;
DOI:10.1039/a903063h