(-)-3-benzoyl-1-((6aR,8R,9R,9aR)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropan]-8-yl)pyrimidine-2,4(1H,3H)-dione

Base Information

• Chemical Name: (-)-3-benzoyl-1-((6aR,8R,9R,9aR)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropan]-8-yl)pyrimidine-2,4(1H,3H)-dione
• CAS No.: 1450975-46-8
• Molecular Formula: C₃₁H₄₅FN₂O₆Si₂
• Molecular Weight: 616.878

Synonyms:(-)-3-benzoyl-1-((6aR,8R,9R,9aR)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropan]-8-yl)pyrimidine-2,4(1H,3H)-dione

Chemical Property of (-)-3-benzoyl-1-((6aR,8R,9R,9aR)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropan]-8-yl)pyrimidine-2,4(1H,3H)-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-3-benzoyl-1-((6aR,8R,9R,9aR)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropan]-8-yl)pyrimidine-2,4(1H,3H)-dione

There total 14 articles about (-)-3-benzoyl-1-((6aR,8R,9R,9aR)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropan]-8-yl)pyrimidine-2,4(1H,3H)-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: 51.0%

(-)-(6aR,8S,9R,9aR)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropan]-8-ol (1450975-45-7) + 3-N-benzoyluracil (2775-87-3) → (-)-3-benzoyl-1-((6aR,8R,9R,9aR)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropan]-8-yl)pyrimidine-2,4(1H,3H)-dione (1450975-46-8)

Guidance literature:

3-N-benzoyluracil; With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at -10 - 0 ℃; for 1h;

(-)-(6aR,8S,9R,9aR)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropan]-8-ol; In tetrahydrofuran; at 20 ℃; for 3h;

Reference yield:

(1)-tert-butyl(((3aR,4R,6aS)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methoxy)dimethylsilane (1450975-30-0) → (-)-3-benzoyl-1-((6aR,8R,9R,9aR)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropan]-8-yl)pyrimidine-2,4(1H,3H)-dione (1450975-46-8)

Guidance literature:

Multi-step reaction with 11 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

10.1: boron trichloride / dichloromethane / 0.75 h / -78 °C

11.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1 h / -10 - 0 °C

11.2: 3 h / 20 °C

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

Reference yield:

(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 (1450975-31-1) → (-)-3-benzoyl-1-((6aR,8R,9R,9aR)-9-fluoro-2,2,4,4-tetraisopropyltetrahydro-6H-spiro[cyclopenta[f][1,3,5,2,4]trioxadisilocine-7,1'-cyclopropan]-8-yl)pyrimidine-2,4(1H,3H)-dione (1450975-46-8)

Guidance literature:

Multi-step reaction with 10 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

9.1: boron trichloride / dichloromethane / 0.75 h / -78 °C

10.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1 h / -10 - 0 °C

10.2: 3 h / 20 °C

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

upstream raw materials:

(+)-(1R,2S,5R)-5-(hydroxymethyl)cyclopent-3-ene-1,2-diol

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

(3S,4R,5R)-3,4-O-isopropylidene-5-hydroxymethylcyclopentene-3,4-diol

(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

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