{(1S,2R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-enyl]-3-oxo-cyclohexyl}-acetic acid ethyl ester

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Chemical Name:{(1S,2R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-enyl]-3-oxo-cyclohexyl}-acetic acid ethyl ester
CAS No.:119414-49-2
Molecular Formula:C₂₆H₅₀O₅Si₂
Molecular Weight:498.851
Hs Code.:

Synonyms:{(1S,2R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-enyl]-3-oxo-cyclohexyl}-acetic acid ethyl ester

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Chemical Property of {(1S,2R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-enyl]-3-oxo-cyclohexyl}-acetic acid ethyl ester

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Technology Process of {(1S,2R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-enyl]-3-oxo-cyclohexyl}-acetic acid ethyl ester

There total 5 articles about {(1S,2R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-enyl]-3-oxo-cyclohexyl}-acetic acid ethyl ester 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:

: 123-73-9,4170-30-3
trans-Crotonaldehyde

: 119414-48-1
ethyl (1RS,6SR)-<3,6-bis(tert-butyldimethylsiloxy)-2-cyclohexen-1-yl>acetate

: 119414-49-2
{(1S,2R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-enyl]-3-oxo-cyclohexyl}-acetic acid ethyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; 1.) 5 min, 2.) 12 min;
DOI:10.1021/ja00189a038

Reference yield:

: 4096-34-8
cyclohex-3-enone

: 119414-49-2
{(1S,2R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-enyl]-3-oxo-cyclohexyl}-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: mCPBA / CH₂Cl₂ / 14 h / Ambient temperature

2: basic alumina / CH₂Cl₂; diethyl ether / 1 h

3: 92 percent / DBU / benzene / 1.5 h / Ambient temperature

4: 1.) HgI₂ / 1.) room temp., 15 min, 2.) - 78 deg C, 2 h

5: 1.) BF₃*OEt₂ / CH₂Cl₂ / -78 °C / 1.) 5 min, 2.) 12 min

With aluminum oxide; boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; mercury(II) iodide; In diethyl ether; dichloromethane; benzene;
DOI:10.1021/ja00189a038

Reference yield:

: 30182-12-8
4-hydroxy-2-cyclohexenone

: 119414-49-2
{(1S,2R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-enyl]-3-oxo-cyclohexyl}-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / DBU / benzene / 1.5 h / Ambient temperature

2: 1.) HgI₂ / 1.) room temp., 15 min, 2.) - 78 deg C, 2 h

3: 1.) BF₃*OEt₂ / CH₂Cl₂ / -78 °C / 1.) 5 min, 2.) 12 min

With boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; mercury(II) iodide; In dichloromethane; benzene;
DOI:10.1021/ja00189a038