C₇₁H₁₁₉IO₁₄SSi₂

Base Information

• Chemical Name: C₇₁H₁₁₉IO₁₄SSi₂
• CAS No.: 359796-05-7
• Molecular Formula: C₇₁H₁₁₉IO₁₄SSi₂
• Molecular Weight: 1411.86
• Mol file: 359796-05-7.mol

Synonyms:C₇₁H₁₁₉IO₁₄SSi₂

Chemical Property of C₇₁H₁₁₉IO₁₄SSi₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₇₁H₁₁₉IO₁₄SSi₂

There total 21 articles about C₇₁H₁₁₉IO₁₄SSi₂ 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: 53.0%

2-mesitylenesulphonyl chloride (773-64-8) + C62H109IO12Si2 (359796-04-6) → C71H119IO14SSi2 (359796-05-7)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 106h;

DOI:10.1021/jo0104429

Reference yield:

3-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-octanoic acid (359796-12-6) → C71H119IO14SSi2 (359796-05-7)

Guidance literature:

Multi-step reaction with 15 steps

1: 91 mg / 4-(dimethylamino)pyridine; 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 9 h / 20 °C

2: 67 percent / halide-free lithium diisopropylamide / tetrahydrofuran; diethyl ether / 40.5 h / -78 - -18 °C

3: 73 percent / HF / H₂O; acetonitrile / 120 h / 20 °C

4: imidazole / dimethylformamide / 17 h / 20 °C

5: 86 percent / imidazole / dimethylformamide / 7 h / 20 °C

6: 88 percent / samarium diiodide / tetrahydrofuran; propan-2-ol / 5.5 h / 20 °C

7: 90 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h

8: 44 percent / hydrofluoric acid*pyridine / tetrahydrofuran; pyridine / 11 h / 20 °C

9: 96 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / 2.33 h / -78 - 20 °C

10: 99 percent / lithium hydroxide monohydrate / methanol; tetrahydrofuran; H₂O / 20 h / 20 °C

11: 96 percent / DMAP / pyridine

12: 76 percent / diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C

13: 62 percent / titanium(IV) chloride; i-Pr₂NEt / CH₂Cl₂ / -78 - -30 °C

14: 98 percent / ammonium fluoride / methanol / 21 h / Heating

15: 53 percent / 4-(dimethylamino)pyridine; pyridine / 106 h / 20 °C

With pyridine; 1H-imidazole; dmap; lithium hydroxide; n-butyllithium; samarium diiodide; ammonium fluoride; oxalyl dichloride; hydrogen fluoride; titanium tetrachloride; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; pyridine; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; 9: Swern oxidation / 12: Wadsworth-Emmons condensation;

DOI:10.1021/jo0104429

Reference yield:

(2S,3S,4S,6R,8S,9S)-3,9-dimethyl-8-[(R)-2-hydroxy-1-propyl]-2-[(R)-3-(hydroxymethyl)-1-pentyl]-1,7-dioxaspiro[5.5]undecan-4-ol (131725-13-8) → C71H119IO14SSi2 (359796-05-7)

Guidance literature:

Multi-step reaction with 10 steps

1: 13 mg / 2,6-lutidine / CH₂Cl₂ / 2.5 h / -78 °C

2: 90 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h

3: 44 percent / hydrofluoric acid*pyridine / tetrahydrofuran; pyridine / 11 h / 20 °C

4: 96 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / 2.33 h / -78 - 20 °C

5: 99 percent / lithium hydroxide monohydrate / methanol; tetrahydrofuran; H₂O / 20 h / 20 °C

6: 96 percent / DMAP / pyridine

7: 76 percent / diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C

8: 62 percent / titanium(IV) chloride; i-Pr₂NEt / CH₂Cl₂ / -78 - -30 °C

9: 98 percent / ammonium fluoride / methanol / 21 h / Heating

10: 53 percent / 4-(dimethylamino)pyridine; pyridine / 106 h / 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; lithium hydroxide; n-butyllithium; ammonium fluoride; oxalyl dichloride; titanium tetrachloride; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; water; 4: Swern oxidation / 7: Wadsworth-Emmons condensation;

DOI:10.1021/jo0104429

upstream raw materials:

2-mesitylenesulphonyl chloride

C₆₂H₁₀₉IO₁₂Si₂

3-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-octanoic acid

(2S,3S,4S,6R,8S,9S)-3,9-dimethyl-8-[(R)-2-hydroxy-1-propyl]-2-[(R)-3-(hydroxymethyl)-1-pentyl]-1,7-dioxaspiro[5.5]undecan-4-ol