(E)-[(1S,2R)-2-(2-phenylpropan-2-yl)cyclohexyl]-2-{(3aS,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-[(E)-4-m-tolylbut-1-enyl]hexahydropentalen-2(1H)ylidene} acetate

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Chemical Name:(E)-[(1S,2R)-2-(2-phenylpropan-2-yl)cyclohexyl]-2-{(3aS,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-[(E)-4-m-tolylbut-1-enyl]hexahydropentalen-2(1H)ylidene} acetate
CAS No.:934968-34-0
Molecular Formula:C₄₂H₆₀O₃Si
Molecular Weight:641.022
Hs Code.:

(E)-[(1S,2R)-2-(2-phenylpropan-2-yl)cyclohexyl]-2-{(3aS,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-[(E)-4-m-tolylbut-1-enyl]hexahydropentalen-2(1H)ylidene} acetate

Synonyms:(E)-[(1S,2R)-2-(2-phenylpropan-2-yl)cyclohexyl]-2-{(3aS,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-[(E)-4-m-tolylbut-1-enyl]hexahydropentalen-2(1H)ylidene} acetate

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Chemical Property of (E)-[(1S,2R)-2-(2-phenylpropan-2-yl)cyclohexyl]-2-{(3aS,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-[(E)-4-m-tolylbut-1-enyl]hexahydropentalen-2(1H)ylidene} acetate

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Technology Process of (E)-[(1S,2R)-2-(2-phenylpropan-2-yl)cyclohexyl]-2-{(3aS,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-[(E)-4-m-tolylbut-1-enyl]hexahydropentalen-2(1H)ylidene} acetate

There total 5 articles about (E)-[(1S,2R)-2-(2-phenylpropan-2-yl)cyclohexyl]-2-{(3aS,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-[(E)-4-m-tolylbut-1-enyl]hexahydropentalen-2(1H)ylidene} acetate 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: 79.0%

: 934968-29-3
(3aS,4R,5R,6aR)-5-(tert-butyldimethylsilyloxy)-4-[(E)-4-m-tolylbut-1-enyl]hexahydropentalen-2(1H)-one

: 200432-33-3
(1S,2R)-dimethoxyphosphanyl-2-(2-phenylpropan-2-yl)cyclohexyl 2-(dimethoxyphosphoryl)acetate

: 934968-34-0
(E)-[(1S,2R)-2-(2-phenylpropan-2-yl)cyclohexyl]-2-{(3aS,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-[(E)-4-m-tolylbut-1-enyl]hexahydropentalen-2(1H)ylidene} acetate

: (Z)-[(1S,2R)-2-(2-phenylpropan-2-yl)cyclohexyl]-2-{(3aS,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-[(E)-4-m-tolylbut-1-enyl]hexahydropentalen-2(1H)ylidene} acetate

Guidance literature:: (1S,2R)-dimethoxyphosphanyl-2-(2-phenylpropan-2-yl)cyclohexyl 2-(dimethoxyphosphoryl)acetate; With n-butyllithium; In tetrahydrofuran; at -62 - 20 ℃;

(3aS,4R,5R,6aR)-5-(tert-butyldimethylsilyloxy)-4-[(E)-4-m-tolylbut-1-enyl]hexahydropentalen-2(1H)-one; In tetrahydrofuran; at -62 ℃; for 168h; Further stages.;
DOI:10.1002/chem.200600728

Reference yield:

: (3a'S,4'R,6a'R)-5,5-dimethyl-4'-[(E)-4-m-tolylbut-1-enyl]tetrahydro-1'H-spiro([1,3]dioxane-2,2'-pentalen)-5'(3'H)-one

: 934968-34-0
(E)-[(1S,2R)-2-(2-phenylpropan-2-yl)cyclohexyl]-2-{(3aS,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-[(E)-4-m-tolylbut-1-enyl]hexahydropentalen-2(1H)ylidene} acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 606 mg / NaBH₄ / ethanol / 1.5 h / 0 °C

2.1: 94 percent / TsOH / acetone; H₂O / 48 h / 20 °C

3.1: 93 percent / imidazole / dimethylformamide / 16 h / 20 °C

4.1: nBuLi / tetrahydrofuran / -62 - 20 °C

4.2: 79 percent / tetrahydrofuran / 168 h / -62 °C

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1002/chem.200600728

Reference yield:

: 934968-25-9
(3a'S,4'R,5'R,6a'R)-5,5-dimethyl-4'-[(E)-4-m-tolylbut-1-enyl]hexahydro-1'H-spiro([1,3]dioxane-2,2'-pentalen)-5'-ol

: 934968-34-0
(E)-[(1S,2R)-2-(2-phenylpropan-2-yl)cyclohexyl]-2-{(3aS,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-[(E)-4-m-tolylbut-1-enyl]hexahydropentalen-2(1H)ylidene} acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 94 percent / TsOH / acetone; H₂O / 48 h / 20 °C

2.1: 93 percent / imidazole / dimethylformamide / 16 h / 20 °C

3.1: nBuLi / tetrahydrofuran / -62 - 20 °C

3.2: 79 percent / tetrahydrofuran / 168 h / -62 °C

With 1H-imidazole; n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone;
DOI:10.1002/chem.200600728