9-benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-8-isopropyl-2-methoxy-5a,7a-dimethyl-2,3,4,5,5a,6,7,7a,8,9,10a,10b-dodecahydro-1-oxa-benzo[cd]cyclopenta[h]azulen-10-one

Base Information

Chemical Name:9-benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-8-isopropyl-2-methoxy-5a,7a-dimethyl-2,3,4,5,5a,6,7,7a,8,9,10a,10b-dodecahydro-1-oxa-benzo[cd]cyclopenta[h]azulen-10-one
CAS No.:923275-74-5
Molecular Formula:C₄₄H₅₆O₅Si
Molecular Weight:693.011
Hs Code.:

9-benzyloxy-3-(<i>tert</i>-butyl-diphenyl-silanyloxy)-8-isopropyl-2-methoxy-5a,7a-dimethyl-2,3,4,5,5a,6,7,7a,8,9,10a,10b-dodecahydro-1-oxa-benzo[<i>cd</i>]cyclopenta[<i>h</i>]azulen-10-one

Synonyms:9-benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-8-isopropyl-2-methoxy-5a,7a-dimethyl-2,3,4,5,5a,6,7,7a,8,9,10a,10b-dodecahydro-1-oxa-benzo[cd]cyclopenta[h]azulen-10-one

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Chemical Property of 9-benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-8-isopropyl-2-methoxy-5a,7a-dimethyl-2,3,4,5,5a,6,7,7a,8,9,10a,10b-dodecahydro-1-oxa-benzo[cd]cyclopenta[h]azulen-10-one

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Technology Process of 9-benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-8-isopropyl-2-methoxy-5a,7a-dimethyl-2,3,4,5,5a,6,7,7a,8,9,10a,10b-dodecahydro-1-oxa-benzo[cd]cyclopenta[h]azulen-10-one

There total 11 articles about 9-benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-8-isopropyl-2-methoxy-5a,7a-dimethyl-2,3,4,5,5a,6,7,7a,8,9,10a,10b-dodecahydro-1-oxa-benzo[cd]cyclopenta[h]azulen-10-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: 81.0%

: 923275-73-4
4-{2-[4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-5-isopropyl-1-methyl-cyclopent-2-enyl]-ethyl}-7-(tert-butyl-diphenyl-silanyloxy)-4-methyl-4,5,6,7-tetrahydro-isobenzofuran

: 923275-74-5
9-benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-8-isopropyl-2-methoxy-5a,7a-dimethyl-2,3,4,5,5a,6,7,7a,8,9,10a,10b-dodecahydro-1-oxa-benzo[cd]cyclopenta[h]azulen-10-one

Guidance literature:: With 2,6-dimethylpyridine; lithium perchlorate; In methanol; dichloromethane; for 16.5h; Electrochemical reaction;
DOI:10.1021/ja0660507

Reference yield:

: 627075-78-9
(E)-1-(4-Iodo-furan-3-yl)-4-methyl-hex-4-en-1-ol

: 923275-74-5
9-benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-8-isopropyl-2-methoxy-5a,7a-dimethyl-2,3,4,5,5a,6,7,7a,8,9,10a,10b-dodecahydro-1-oxa-benzo[cd]cyclopenta[h]azulen-10-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 88 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

2.1: (+)-B-chlorodiisopinocamphenylborane / tetrahydrofuran / -20 °C

3.1: triethylamine; tetra-n-butylammonium bromide / palladium(II) acetate / acetonitrile; H₂O

4.1: 98 percent / imidazole; 4-N,N-(dimethylamino)pyridine / CH₂Cl₂ / 0 °C

5.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / Heating

5.2: 81 percent / H₂O₂; NaOH / ethanol / 20 °C

6.1: 90 percent / I₂; PPh₃; imidazole / tetrahydrofuran / 0 - 20 °C

7.1: t-BuLi / diethyl ether; pentane / 0.33 h / -78 °C

7.2: lithium 2-thienylcyanocuprate / diethyl ether; pentane; tetrahydrofuran / 1 h / -40 °C

7.3: 54 percent / boron trifluoride etherate / diethyl ether; pentane; tetrahydrofuran / 1 h / -40 °C

8.1: 18-crown-6; potassium bistrimethylsilylamide / tetrahydrofuran / 0.33 h / -78 °C

8.2: 94 percent / tetrahydrofuran / 2 h / -78 °C

9.1: 81 percent / lithium perchlorate; 2,6-lutidine / methanol; CH₂Cl₂ / 16.5 h / Electrochemical reaction

With 1H-imidazole; 2,6-dimethylpyridine; dmap; 18-crown-6 ether; tetrabutylammomium bromide; iodine; tert.-butyl lithium; lithium perchlorate; potassium hexamethylsilazane; Dess-Martin periodane; triethylamine; 9-bora-bicyclo[3.3.1]nonane; triphenylphosphine; B-chlorodiisopinocampheylborane; palladium diacetate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile; pentane; 3.1: Heck cyclization;
DOI:10.1021/ja0660507

Reference yield:

: 27799-31-1
4-methyl-trans-4-hexenal

: 923275-74-5
9-benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-8-isopropyl-2-methoxy-5a,7a-dimethyl-2,3,4,5,5a,6,7,7a,8,9,10a,10b-dodecahydro-1-oxa-benzo[cd]cyclopenta[h]azulen-10-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: n-BuLi / diethyl ether / -78 °C

1.2: 62 percent / diethyl ether

2.1: 88 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

3.1: (+)-B-chlorodiisopinocamphenylborane / tetrahydrofuran / -20 °C

4.1: triethylamine; tetra-n-butylammonium bromide / palladium(II) acetate / acetonitrile; H₂O

5.1: 98 percent / imidazole; 4-N,N-(dimethylamino)pyridine / CH₂Cl₂ / 0 °C

6.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / Heating

6.2: 81 percent / H₂O₂; NaOH / ethanol / 20 °C

7.1: 90 percent / I₂; PPh₃; imidazole / tetrahydrofuran / 0 - 20 °C

8.1: t-BuLi / diethyl ether; pentane / 0.33 h / -78 °C

8.2: lithium 2-thienylcyanocuprate / diethyl ether; pentane; tetrahydrofuran / 1 h / -40 °C

8.3: 54 percent / boron trifluoride etherate / diethyl ether; pentane; tetrahydrofuran / 1 h / -40 °C

9.1: 18-crown-6; potassium bistrimethylsilylamide / tetrahydrofuran / 0.33 h / -78 °C

9.2: 94 percent / tetrahydrofuran / 2 h / -78 °C

10.1: 81 percent / lithium perchlorate; 2,6-lutidine / methanol; CH₂Cl₂ / 16.5 h / Electrochemical reaction

With 1H-imidazole; 2,6-dimethylpyridine; dmap; n-butyllithium; 18-crown-6 ether; tetrabutylammomium bromide; iodine; tert.-butyl lithium; lithium perchlorate; potassium hexamethylsilazane; Dess-Martin periodane; triethylamine; 9-bora-bicyclo[3.3.1]nonane; triphenylphosphine; B-chlorodiisopinocampheylborane; palladium diacetate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile; pentane; 4.1: Heck cyclization;
DOI:10.1021/ja0660507