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

Base Information

Chemical Name: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
CAS No.:494760-71-3
Molecular Formula:C₃₀H₄₈O₇Si
Molecular Weight:548.792
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 14 articles about 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 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: 86.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 494760-70-2
(2S,3R,4aS,5aR,8S,9R,10aS,11aR)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3,4a-dimethyl-9-vinyl-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8-ol

: 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

Guidance literature:: Multistep reaction.;
DOI:10.1021/ja028726d

Reference yield:

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

: 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

Guidance literature:: With acetic acid; In tetrahydrofuran; at 30 ℃; for 3h;
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

: 494760-71-3
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

Guidance literature:: Multi-step reaction with 11 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

With pyridine; 2,6-dimethylpyridine; lithium aluminium tetrahydride; 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