tert-Butyl-((2R,4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9,10a-dimethyl-2-phenyl-8-vinyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-9-yloxy)-dimethyl-silane

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Chemical Name:tert-Butyl-((2R,4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9,10a-dimethyl-2-phenyl-8-vinyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-9-yloxy)-dimethyl-silane
CAS No.:494760-73-5
Molecular Formula:C₃₀H₄₆O₆Si
Molecular Weight:530.777
Hs Code.:

tert-Butyl-((2R,4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9,10a-dimethyl-2-phenyl-8-vinyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-9-yloxy)-dimethyl-silane

Synonyms:tert-Butyl-((2R,4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9,10a-dimethyl-2-phenyl-8-vinyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-9-yloxy)-dimethyl-silane

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Chemical Property of tert-Butyl-((2R,4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9,10a-dimethyl-2-phenyl-8-vinyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-9-yloxy)-dimethyl-silane

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Technology Process of tert-Butyl-((2R,4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9,10a-dimethyl-2-phenyl-8-vinyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-9-yloxy)-dimethyl-silane

There total 14 articles about tert-Butyl-((2R,4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9,10a-dimethyl-2-phenyl-8-vinyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-9-yloxy)-dimethyl-silane 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: 97.0%

: 494760-71-3
2-[(2R,4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-(tert-Butyl-dimethyl-silanyloxy)-9,10a-dimethyl-2-phenyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl]-ethanol

: 494760-73-5
tert-Butyl-((2R,4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9,10a-dimethyl-2-phenyl-8-vinyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-9-yloxy)-dimethyl-silane

Guidance literature:: 2-[(2R,4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-(tert-Butyl-dimethyl-silanyloxy)-9,10a-dimethyl-2-phenyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl]-ethanol; With ortho-nitrophenyl selenocyanate; tributylphosphine; In tetrahydrofuran; at 20 ℃; for 0.5h;

With dihydrogen peroxide; sodium hydrogencarbonate; In tetrahydrofuran; at 40 ℃; for 1h;
DOI:10.1021/ja036984k

Reference yield:

: 361534-79-4
((2R,4aR,6R,7S,8aR,9aS,10aS)-6-Hydroxy-6,10a-dimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl)-acetic acid ethyl ester

: 494760-73-5
tert-Butyl-((2R,4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9,10a-dimethyl-2-phenyl-8-vinyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-9-yloxy)-dimethyl-silane

Guidance literature:: Multi-step reaction with 12 steps

1.1: LiAlH₄ / diethyl ether / 1 h / 0 °C

2.1: 1.56 g / 2,6-lutidine / CH₂Cl₂ / 2 h / Heating

3.1: 100 percent / H₂ / Pd(OH)2-C / ethyl acetate / 49 h

4.1: 599 mg / Et₃N / CH₂Cl₂ / 3 h / Heating

5.1: 95 percent / CuBr / tetrahydrofuran; diethyl ether / 1 h / -20 - 20 °C

6.1: O₃(g) / methanol; CH₂Cl₂ / -78 °C

6.2: Me₂S; NaBH₄ / methanol; CH₂Cl₂ / 1 h / 0 °C

7.1: 2.13 g / pyridine / CH₂Cl₂ / 20 °C

8.1: O₃(g) / methanol; CH₂Cl₂ / -78 °C

8.2: NaBH₄ / methanol; CH₂Cl₂ / 1 h / 20 °C

9.1: CSA / CH₂Cl₂ / 1 h / 0 °C

10.1: 2.03 g / aq. AcOH / tetrahydrofuran / 3 h / 30 °C

11.1: 2-nitrophenyl selenocyanate; Bu₃P / tetrahydrofuran / 0.5 h / 20 °C

11.2: 97 percent / NaHCO₃; aq. H₂O₂ / tetrahydrofuran / 1 h / 40 °C

With pyridine; 2,6-dimethylpyridine; lithium aluminium tetrahydride; ortho-nitrophenyl selenocyanate; tributylphosphine; camphor-10-sulfonic acid; hydrogen; ozone; acetic acid; triethylamine; copper(I) bromide; palladium hydroxide - carbon; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/ja036984k

Reference yield:

: (2R,4aR,6R,7S,8aR,9aS,10aS)-7-(2-Hydroxy-ethyl)-6,10a-dimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-ol

: 494760-73-5
tert-Butyl-((2R,4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9,10a-dimethyl-2-phenyl-8-vinyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-9-yloxy)-dimethyl-silane

Guidance literature:: Multi-step reaction with 11 steps

1.1: 1.56 g / 2,6-lutidine / CH₂Cl₂ / 2 h / Heating

2.1: 100 percent / H₂ / Pd(OH)2-C / ethyl acetate / 49 h

3.1: 599 mg / Et₃N / CH₂Cl₂ / 3 h / Heating

4.1: 95 percent / CuBr / tetrahydrofuran; diethyl ether / 1 h / -20 - 20 °C

5.1: O₃(g) / methanol; CH₂Cl₂ / -78 °C

5.2: Me₂S; NaBH₄ / methanol; CH₂Cl₂ / 1 h / 0 °C

6.1: 2.13 g / pyridine / CH₂Cl₂ / 20 °C

7.1: O₃(g) / methanol; CH₂Cl₂ / -78 °C

7.2: NaBH₄ / methanol; CH₂Cl₂ / 1 h / 20 °C

8.1: CSA / CH₂Cl₂ / 1 h / 0 °C

9.1: 2.03 g / aq. AcOH / tetrahydrofuran / 3 h / 30 °C

10.1: 2-nitrophenyl selenocyanate; Bu₃P / tetrahydrofuran / 0.5 h / 20 °C

10.2: 97 percent / NaHCO₃; aq. H₂O₂ / tetrahydrofuran / 1 h / 40 °C

With pyridine; 2,6-dimethylpyridine; ortho-nitrophenyl selenocyanate; tributylphosphine; camphor-10-sulfonic acid; hydrogen; ozone; acetic acid; triethylamine; copper(I) bromide; palladium hydroxide - carbon; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/ja036984k