(+)-(3S,6R,3'S)-3-(tert-butyldimethylsilanyloxy)-7-[3'-(4-methoxybenzyloxy)nonyl]-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-diene

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Chemical Name:(+)-(3S,6R,3'S)-3-(tert-butyldimethylsilanyloxy)-7-[3'-(4-methoxybenzyloxy)nonyl]-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-diene
CAS No.:634891-90-0
Molecular Formula:C₄₀H₆₁NO₅SSi
Molecular Weight:696.08
Hs Code.:

Synonyms:(+)-(3S,6R,3'S)-3-(tert-butyldimethylsilanyloxy)-7-[3'-(4-methoxybenzyloxy)nonyl]-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-diene

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Chemical Property of (+)-(3S,6R,3'S)-3-(tert-butyldimethylsilanyloxy)-7-[3'-(4-methoxybenzyloxy)nonyl]-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-diene

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Technology Process of (+)-(3S,6R,3'S)-3-(tert-butyldimethylsilanyloxy)-7-[3'-(4-methoxybenzyloxy)nonyl]-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-diene

There total 9 articles about (+)-(3S,6R,3'S)-3-(tert-butyldimethylsilanyloxy)-7-[3'-(4-methoxybenzyloxy)nonyl]-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-diene 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: 84.0%

: 634891-88-6
(-)-(1S)-1-methoxy-4-(1-vinylheptyloxymethyl)benzene

: 634891-89-7
(+)-(3S,6R)-trifluoromethanesulfonic acid 3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-dien-7-yl ester

: (3S,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-1-aza-spiro[5.5]undeca-4,7-diene

: 634891-90-0
(+)-(3S,6R,3'S)-3-(tert-butyldimethylsilanyloxy)-7-[3'-(4-methoxybenzyloxy)nonyl]-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-diene

Guidance literature:: (-)-(1S)-1-methoxy-4-(1-vinylheptyloxymethyl)benzene; With dimeric 9-borabicyclo[3.3.1]nonane; In tetrahydrofuran; at 20 ℃; for 1h;

(+)-(3S,6R)-trifluoromethanesulfonic acid 3-(tert-butyldimethylsilanyloxy)-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-dien-7-yl ester; With triphenyl-arsane; caesium carbonate; potassium bromide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; N,N-dimethyl-formamide; at 60 ℃; for 14h;
DOI:10.1002/chem.200400749

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 634891-90-0
(+)-(3S,6R,3'S)-3-(tert-butyldimethylsilanyloxy)-7-[3'-(4-methoxybenzyloxy)nonyl]-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-diene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 73 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 46 h / 20 °C

2.1: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.25 h / 20 °C

3.1: 93 percent / H₂ / Pd/CaCO₃ / ethanol / 1.75 h / -6 °C / 760 Torr

4.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 1 h / 20 °C

4.2: water / tetrahydrofuran / 1 h / 20 °C

4.3: 84 percent / Cs₂CO₃; triphenylarsine; KBr / [1,1'-bis(diphenylphosphino)ferrocene]PdCl₂*CH₂Cl₂ / dimethylformamide; tetrahydrofuran / 14 h / 60 °C

With tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; dimeric 9-borabicyclo[3.3.1]nonane; Lindlar's catalyst; In tetrahydrofuran; ethanol; dichloromethane; 4.3: Suzuki cross-coupling;
DOI:10.1021/ol035566h

Reference yield:

: 203121-41-9
(-)-(3S)-1-trimethylsilanylnon-1-yn-3-ol

: 634891-90-0
(+)-(3S,6R,3'S)-3-(tert-butyldimethylsilanyloxy)-7-[3'-(4-methoxybenzyloxy)nonyl]-1-(toluene-4-sulfonyl)-1-azaspiro[5.5]undeca-4,7-diene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 73 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 46 h / 20 °C

2.1: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.25 h / 20 °C

3.1: 93 percent / H₂ / Pd/CaCO₃ / ethanol / 1.75 h / -6 °C / 760 Torr

4.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 1 h / 20 °C

4.2: water / tetrahydrofuran / 1 h / 20 °C

4.3: 84 percent / Cs₂CO₃; triphenylarsine; KBr / [1,1'-bis(diphenylphosphino)ferrocene]PdCl₂*CH₂Cl₂ / dimethylformamide; tetrahydrofuran / 14 h / 60 °C

With tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; dimeric 9-borabicyclo[3.3.1]nonane; Lindlar's catalyst; In tetrahydrofuran; ethanol; dichloromethane; 4.3: Suzuki cross-coupling;
DOI:10.1021/ol035566h