(-)-(6aR,8S,9R,9aR)-8-(benzyloxy)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropane]

Base Information

Chemical Name:(-)-(6aR,8S,9R,9aR)-8-(benzyloxy)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropane]
CAS No.:1450975-44-6
Molecular Formula:C₂₇H₄₅FO₄Si₂
Molecular Weight:508.821
Hs Code.:

Synonyms:(-)-(6aR,8S,9R,9aR)-8-(benzyloxy)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropane]

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Chemical Property of (-)-(6aR,8S,9R,9aR)-8-(benzyloxy)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropane]

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Technology Process of (-)-(6aR,8S,9R,9aR)-8-(benzyloxy)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropane]

There total 12 articles about (-)-(6aR,8S,9R,9aR)-8-(benzyloxy)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropane] 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: 49.0%

: 1450975-43-5
(-)-(6aR,8S,9S,9aR)-8-(benzyloxy)-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropan]-9-ol

: 1450975-44-6
(-)-(6aR,8S,9R,9aR)-8-(benzyloxy)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropane]

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; at 20 ℃; for 0.333333h;

Reference yield:

: 1450975-30-0
⁽¹⁾-tert-butyl(((3aR,4R,6aS)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methoxy)dimethylsilane

: 1450975-44-6
(-)-(6aR,8S,9R,9aR)-8-(benzyloxy)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropane]

Guidance literature:: Multi-step reaction with 9 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 6 h / 20 °C

2.1: trimethylsulphonium iodide; n-butyllithium / tetrahydrofuran; hexane / 3.5 h / -10 - 20 °C

3.1: Dess-Martin periodane / 1 h / 0 - 20 °C

4.1: CeCl₃*7H₂O / methanol / 0.17 h / -78 °C

4.2: 0.25 h / -78 °C

4.3: 1 h / 0 °C

5.1: diethylzinc / diethyl ether; hexane / 8 h / 0 - 20 °C

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

6.2: 3 h / 0 - 20 °C

7.1: water; trifluoroacetic acid / 3 h / 50 °C

8.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere

9.1: diethylamino-sulfur trifluoride / dichloromethane / 0.33 h / 20 °C

With 1H-imidazole; n-butyllithium; diethylamino-sulfur trifluoride; CeCl₃*7H₂O; trimethylsulphonium iodide; water; diethylzinc; sodium hydride; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 1450975-31-1
(1)-tert-butyl(((1aR,1bR,4aR,5S,5aR)-3,3-dimethyltetrahydro-1aH-oxireno[2’,3’:3,4]-cyclopenta[1,2-d][1,3]dioxol-5-yl)methoxy)dimethylsilane

: 1450975-44-6
(-)-(6aR,8S,9R,9aR)-8-(benzyloxy)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropane]

Guidance literature:: Multi-step reaction with 8 steps

1.1: trimethylsulphonium iodide; n-butyllithium / tetrahydrofuran; hexane / 3.5 h / -10 - 20 °C

2.1: Dess-Martin periodane / 1 h / 0 - 20 °C

3.1: CeCl₃*7H₂O / methanol / 0.17 h / -78 °C

3.2: 0.25 h / -78 °C

3.3: 1 h / 0 °C

4.1: diethylzinc / diethyl ether; hexane / 8 h / 0 - 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

5.2: 3 h / 0 - 20 °C

6.1: water; trifluoroacetic acid / 3 h / 50 °C

7.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere

8.1: diethylamino-sulfur trifluoride / dichloromethane / 0.33 h / 20 °C

With 1H-imidazole; n-butyllithium; diethylamino-sulfur trifluoride; CeCl₃*7H₂O; trimethylsulphonium iodide; water; diethylzinc; sodium hydride; Dess-Martin periodane; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; mineral oil;