(4'R,11a'S)-4'-((dimethyl(phenyl)silyl)methyl)-10',10'-dimethyl-3',4',7',8',11',11a'-hexahydrospiro[[1,3]dioxolane-2,9'-pyrido[1,2-b]isoquinoline]-2',6'(1'H,10'H)dione

Base Information

Chemical Name:(4'R,11a'S)-4'-((dimethyl(phenyl)silyl)methyl)-10',10'-dimethyl-3',4',7',8',11',11a'-hexahydrospiro[[1,3]dioxolane-2,9'-pyrido[1,2-b]isoquinoline]-2',6'(1'H,10'H)dione
CAS No.:1447811-56-4
Molecular Formula:C₂₆H₃₅NO₄Si
Molecular Weight:453.654
Hs Code.:

(4'R,11a'S)-4'-((dimethyl(phenyl)silyl)methyl)-10',10'-dimethyl-3',4',7',8',11',11a'-hexahydrospiro[[1,3]dioxolane-2,9'-pyrido[1,2-b]isoquinoline]-2',6'(1'H,10'H)dione

Synonyms:(4'R,11a'S)-4'-((dimethyl(phenyl)silyl)methyl)-10',10'-dimethyl-3',4',7',8',11',11a'-hexahydrospiro[[1,3]dioxolane-2,9'-pyrido[1,2-b]isoquinoline]-2',6'(1'H,10'H)dione

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Chemical Property of (4'R,11a'S)-4'-((dimethyl(phenyl)silyl)methyl)-10',10'-dimethyl-3',4',7',8',11',11a'-hexahydrospiro[[1,3]dioxolane-2,9'-pyrido[1,2-b]isoquinoline]-2',6'(1'H,10'H)dione

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Technology Process of (4'R,11a'S)-4'-((dimethyl(phenyl)silyl)methyl)-10',10'-dimethyl-3',4',7',8',11',11a'-hexahydrospiro[[1,3]dioxolane-2,9'-pyrido[1,2-b]isoquinoline]-2',6'(1'H,10'H)dione

There total 11 articles about (4'R,11a'S)-4'-((dimethyl(phenyl)silyl)methyl)-10',10'-dimethyl-3',4',7',8',11',11a'-hexahydrospiro[[1,3]dioxolane-2,9'-pyrido[1,2-b]isoquinoline]-2',6'(1'H,10'H)dione 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: 100.0%

: 1447811-55-3
(S)-10',10'-dimethyl-7',8',11',11a'-tetrahydrospiro[[1,3]dioxolane-2,9'-pyrido[1,2-b]isoquinoline]-2',6'(1'H,10'H)-dione

: 1833-51-8
chloromethyldimethylphenylsilane

: 1447811-56-4
(4'R,11a'S)-4'-((dimethyl(phenyl)silyl)methyl)-10',10'-dimethyl-3',4',7',8',11',11a'-hexahydrospiro[[1,3]dioxolane-2,9'-pyrido[1,2-b]isoquinoline]-2',6'(1'H,10'H)dione

Guidance literature:: chloromethyldimethylphenylsilane; With magnesium; In tetrahydrofuran; ethylene dibromide; for 2.5h; Inert atmosphere; Reflux;

(S)-10',10'-dimethyl-7',8',11',11a'-tetrahydrospiro[[1,3]dioxolane-2,9'-pyrido[1,2-b]isoquinoline]-2',6'(1'H,10'H)-dione; With copper(I) bromide dimethylsulfide complex; boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃; for 16.75h; Inert atmosphere;
DOI:10.1021/ja405547f

Reference yield:

: 562-13-0
2,2-dimethyl-1,3-cyclohexanedione

: 1447811-56-4
(4'R,11a'S)-4'-((dimethyl(phenyl)silyl)methyl)-10',10'-dimethyl-3',4',7',8',11',11a'-hexahydrospiro[[1,3]dioxolane-2,9'-pyrido[1,2-b]isoquinoline]-2',6'(1'H,10'H)dione

Guidance literature:: Multi-step reaction with 8 steps

1.1: camphor-10-sulfonic acid; orthoformic acid triethyl ester / dichloromethane / 72 h / 0 °C / Inert atmosphere

2.1: sodium hydride / mineral oil; tetrahydrofuran / 16 h / Inert atmosphere; Reflux

2.2: 0 °C

3.1: sodium hydride / mineral oil; diethyl ether / 1.5 h / 0 °C / Inert atmosphere

3.2: 6.5 h / 0 °C / Inert atmosphere

4.1: copper(l) cyanide / diethyl ether / 0.17 h / -50 °C / Inert atmosphere

4.2: 16 h / -35 - 20 °C / Inert atmosphere

5.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

5.2: 1 h / -78 °C / Inert atmosphere

5.3: 21 h / -78 - 20 °C / Inert atmosphere

6.1: caesium carbonate / methanol; tetrahydrofuran / 16 h / 65 °C / Inert atmosphere

6.2: 0.33 h / 0 °C / Inert atmosphere

7.1: tetrabutyl ammonium fluoride / 1,4-dioxane / 0.47 h / 100 °C / Inert atmosphere

8.1: magnesium / tetrahydrofuran; ethylene dibromide / 2.5 h / Inert atmosphere; Reflux

8.2: 16.75 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; copper(l) cyanide; sodium hydride; caesium carbonate; magnesium; diisopropylamine; orthoformic acid triethyl ester; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; ethylene dibromide; mineral oil;
DOI:10.1021/ja405547f

Reference yield:

: 4-Methoxy-1-[(1S,2R)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyloxycarbonyl]-3-triisopropylsilanyl-pyridinium; chloride

: 1447811-56-4
(4'R,11a'S)-4'-((dimethyl(phenyl)silyl)methyl)-10',10'-dimethyl-3',4',7',8',11',11a'-hexahydrospiro[[1,3]dioxolane-2,9'-pyrido[1,2-b]isoquinoline]-2',6'(1'H,10'H)dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

1.3: 21 h / -78 - 20 °C / Inert atmosphere

2.1: caesium carbonate / methanol; tetrahydrofuran / 16 h / 65 °C / Inert atmosphere

2.2: 0.33 h / 0 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / 1,4-dioxane / 0.47 h / 100 °C / Inert atmosphere

4.1: magnesium / tetrahydrofuran; ethylene dibromide / 2.5 h / Inert atmosphere; Reflux

4.2: 16.75 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; tetrabutyl ammonium fluoride; caesium carbonate; magnesium; diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; ethylene dibromide;
DOI:10.1021/ja405547f