5-Fluoro-1-((1R,3R,4R,5R,11S)-7,7,9,9-tetraisopropyl-4-phenylselanyl-6,8,10-trioxa-2-thia-7,9-disila-tricyclo[9.3.0.0^1,5]tetradec-3-yl)-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 5-Fluoro-1-((1R,3R,4R,5R,11S)-7,7,9,9-tetraisopropyl-4-phenylselanyl-6,8,10-trioxa-2-thia-7,9-disila-tricyclo[9.3.0.0^1,5]tetradec-3-yl)-1H-pyrimidine-2,4-dione
• CAS No.: 849113-00-4
• Molecular Formula: C₃₀H₄₅FN₂O₅SSeSi₂
• Molecular Weight: 699.893

Synonyms:

Chemical Property of 5-Fluoro-1-((1R,3R,4R,5R,11S)-7,7,9,9-tetraisopropyl-4-phenylselanyl-6,8,10-trioxa-2-thia-7,9-disila-tricyclo[9.3.0.0^1,5]tetradec-3-yl)-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-Fluoro-1-((1R,3R,4R,5R,11S)-7,7,9,9-tetraisopropyl-4-phenylselanyl-6,8,10-trioxa-2-thia-7,9-disila-tricyclo[9.3.0.0^1,5]tetradec-3-yl)-1H-pyrimidine-2,4-dione

There total 8 articles about 5-Fluoro-1-((1R,3R,4R,5R,11S)-7,7,9,9-tetraisopropyl-4-phenylselanyl-6,8,10-trioxa-2-thia-7,9-disila-tricyclo[9.3.0.0^1,5]tetradec-3-yl)-1H-pyrimidine-2,4-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: 41.0%

(1R,5S,11S)-7,7,9,9-Tetraisopropyl-6,8,10-trioxa-2-thia-7,9-disila-tricyclo[9.3.0.01,5]tetradec-3-ene (849112-87-4) + Phenylselenyl chloride (5707-04-0) + 5-fluoro-2,4-bis(trimethylsilyloxy)pyrimidine (17242-85-2) → 5-Fluoro-1-((1R,3S,4S,5R,11S)-7,7,9,9-tetraisopropyl-4-phenylselanyl-6,8,10-trioxa-2-thia-7,9-disila-tricyclo[9.3.0.01,5]tetradec-3-yl)-1H-pyrimidine-2,4-dione + 5-Fluoro-1-((1R,3R,4R,5R,11S)-7,7,9,9-tetraisopropyl-4-phenylselanyl-6,8,10-trioxa-2-thia-7,9-disila-tricyclo[9.3.0.01,5]tetradec-3-yl)-1H-pyrimidine-2,4-dione (849113-00-4)

Guidance literature:

In acetonitrile; at 0 ℃; for 1h;

DOI:10.1021/jo048071u

Reference yield:

(3R,5S,6S)-3-Phenyl-1,4-dioxa-7-thia-dispiro[4.0.4.3]tridec-9-en-2-one (630059-93-7) → 5-Fluoro-1-((1R,3R,4R,5R,11S)-7,7,9,9-tetraisopropyl-4-phenylselanyl-6,8,10-trioxa-2-thia-7,9-disila-tricyclo[9.3.0.01,5]tetradec-3-yl)-1H-pyrimidine-2,4-dione (849113-00-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 77 percent / K₂CO₃; MeSO₂NH₂; K₃Fe(CN)6 / DABCO; K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 20 °C

2: p-toluenesulfonic acid / 3 h / Heating

3: 219 mg / LiOH / tetrahydrofuran; H₂O / 4 h

4: 61 percent Spectr_. / aluminium isopropoxide / propan-2-ol / 17 h / Heating

5: 49 percent / HMPA; t-BuLi / tetrahydrofuran; pentane / 7 h / -78 - 0 °C

6: 90 percent / AgNO₃; pyridine / tetrahydrofuran / 20 °C

7: 41 percent / acetonitrile / 1 h / 0 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hydroxide; methanesulfonamide; tert.-butyl lithium; aluminum isopropoxide; potassium carbonate; toluene-4-sulfonic acid; silver nitrate; potassium hexacyanoferrate(III); 1,4-diaza-bicyclo[2.2.2]octane; potassium dioxotetrahydroxoosmate(VI); In tetrahydrofuran; water; isopropyl alcohol; acetonitrile; tert-butyl alcohol; pentane; 4: Meerwein-Ponndorf-Verley reduction;

DOI:10.1021/jo048071u

Reference yield:

C11H16O3S → 5-Fluoro-1-((1R,3R,4R,5R,11S)-7,7,9,9-tetraisopropyl-4-phenylselanyl-6,8,10-trioxa-2-thia-7,9-disila-tricyclo[9.3.0.01,5]tetradec-3-yl)-1H-pyrimidine-2,4-dione (849113-00-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 61 percent Spectr_. / aluminium isopropoxide / propan-2-ol / 17 h / Heating

2: 49 percent / HMPA; t-BuLi / tetrahydrofuran; pentane / 7 h / -78 - 0 °C

3: 90 percent / AgNO₃; pyridine / tetrahydrofuran / 20 °C

4: 41 percent / acetonitrile / 1 h / 0 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; tert.-butyl lithium; aluminum isopropoxide; silver nitrate; In tetrahydrofuran; isopropyl alcohol; acetonitrile; pentane; 1: Meerwein-Ponndorf-Verley reduction;

DOI:10.1021/jo048071u

upstream raw materials:

(1R,5S,11S)-7,7,9,9-Tetraisopropyl-6,8,10-trioxa-2-thia-7,9-disila-tricyclo[9.3.0.0^1,5]tetradec-3-ene

Phenylselenyl chloride

5-fluoro-2,4-bis(trimethylsilyloxy)pyrimidine

C₁₁H₁₈O₃S

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