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]naphthalene

Base Information

Chemical Name: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]naphthalene
CAS No.:244770-72-7
Molecular Formula:C₆₂H₇₆O₈Si₂
Molecular Weight:1005.45
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-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-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-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-vinyl-2,3,4,4a,5a,6,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalene

There total 20 articles about 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]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: 96.0%

: 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

: 244770-72-7
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]naphthalene

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -45 ℃;
DOI:10.1039/a903063h

Reference yield:

: 13265-84-4
D-glucal

: 244770-72-7
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]naphthalene

Guidance literature:: Multi-step reaction with 18 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

18: 96 percent / BF₃*Et₂O; Et₃SiH / CH₂Cl₂ / -45 °C

With pyridine; 1H-imidazole; methanol; triethylsilane; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-Bromosuccinimide; 18-crown-6 ether; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; 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 / 18: Reduction;
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

: 244770-72-7
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]naphthalene

Guidance literature:: Multi-step reaction with 16 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

16: 96 percent / BF₃*Et₂O; Et₃SiH / CH₂Cl₂ / -45 °C

With 1H-imidazole; methanol; triethylsilane; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-Bromosuccinimide; 18-crown-6 ether; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; 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 / 16: Reduction;
DOI:10.1039/a903063h