C₃₉H₄₆N₂O₉Si

Base Information

• Chemical Name: C₃₉H₄₆N₂O₉Si
• CAS No.: 851122-08-2
• Molecular Formula: C₃₉H₄₆N₂O₉Si
• Molecular Weight: 714.888
• Mol file: 851122-08-2.mol

Synonyms:C₃₉H₄₆N₂O₉Si

Chemical Property of C₃₉H₄₆N₂O₉Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₉H₄₆N₂O₉Si

There total 36 articles about C₃₉H₄₆N₂O₉Si 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: 99.0%

C39H48N2O9Si (851121-96-5) → C39H46N2O9Si (851122-08-2)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/ja050203t

Reference yield:

2-hydroxymethyl-3-iodo-6-methoxy-5-methyl-phenol (351379-10-7) → C39H46N2O9Si (851122-08-2)

Guidance literature:

Multi-step reaction with 18 steps

1.1: 85 percent / K₂CO₃ / acetone / 4 h / Heating

2.1: sodium hydride / tetrahydrofuran; dimethylformamide / 0.17 h / 0 °C

2.2: 99 percent / TBAI / tetrahydrofuran; dimethylformamide / 12 h / 20 °C

3.1: 87 percent / TEA; TBABr; (o-tolyl)3P / Pd(OAc)2 / acetonitrile / 12 h / 80 °C

4.1: 93 percent / H₂; Rh[(COD)-(S,S)-Et-DuPhos]⁽¹⁺⁾*TfO^(1-) / CH₂Cl₂; methanol / 72 h / 20 °C / 5171.48 Torr

5.1: 93 percent / aq. LiOH / methanol; tetrahydrofuran / 11 h / 20 °C

6.1: 82 percent / sodium hydride / tetrahydrofuran / 15 h / 20 °C

7.1: BOPCl; TEA / CH₂Cl₂ / 72 h / 20 °C

8.1: DDQ; aq. buffer / CH₂Cl₂ / 0.5 h / 20 °C / pH 7.00

9.1: 84 percent / Dess-Martin periodinane; 2,6-lutidine / CH₂Cl₂ / 12 h / 20 °C

10.1: 59 percent / HCO₂H / 0.2 h / 100 °C

11.1: NaBH₄ / tetrahydrofuran; H₂O / 2 h / 20 °C

12.1: 80 percent / acetic acid; Bu₃SnH; (Ph₃P)2PdCl₂ / CH₂Cl₂ / 0.5 h / 20 °C

13.1: p-TsOH; MgSO₄ / benzene / 4 h / 85 °C

14.1: 90 percent / TEA / CH₂Cl₂ / 0.5 h / 20 °C

15.1: 90 percent / H₂ / Pd/C / ethyl acetate / 24 h / 20 °C / 760 Torr

16.1: 84 percent / KH₂PO₄; aq. Fremy`s salt / acetonitrile / 36 h / 20 °C

17.1: 87 percent / SeO₂ / dioxane / 5 h / 100 °C

18.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 12 h / 20 °C

With 2,6-dimethylpyridine; bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide; sodium tetrahydroborate; potassium dihydrogenphosphate; formic acid; selenium(IV) oxide; potassiuim nitrosodisulfonate; (+)-1,2-bis((2S,,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate; TEA; tetrabutylammomium bromide; hydrogen; tri-n-butyl-tin hydride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; magnesium sulfate; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; acetic acid; tris-(o-tolyl)phosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium diacetate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile; benzene; 3.1: Jeffery-Heck coupling;

DOI:10.1021/ja050203t

Reference yield:

toluene-4-sulfonic acid 5-iodo-2-methoxy-3-methyl-phenyl ester (351380-16-0) → C39H46N2O9Si (851122-08-2)

Guidance literature:

Multi-step reaction with 20 steps

1.1: 90 percent / aq. NaOH / ethane-1,2-diol / 5 h / Heating

2.1: Et₂AlCl / CH₂Cl₂ / 1 h / 20 °C

2.2: 86 percent / CH₂Cl₂ / 24 h / 20 °C

3.1: 85 percent / K₂CO₃ / acetone / 4 h / Heating

4.1: sodium hydride / tetrahydrofuran; dimethylformamide / 0.17 h / 0 °C

4.2: 99 percent / TBAI / tetrahydrofuran; dimethylformamide / 12 h / 20 °C

5.1: 87 percent / TEA; TBABr; (o-tolyl)3P / Pd(OAc)2 / acetonitrile / 12 h / 80 °C

6.1: 93 percent / H₂; Rh[(COD)-(S,S)-Et-DuPhos]⁽¹⁺⁾*TfO^(1-) / CH₂Cl₂; methanol / 72 h / 20 °C / 5171.48 Torr

7.1: 93 percent / aq. LiOH / methanol; tetrahydrofuran / 11 h / 20 °C

8.1: 82 percent / sodium hydride / tetrahydrofuran / 15 h / 20 °C

9.1: BOPCl; TEA / CH₂Cl₂ / 72 h / 20 °C

10.1: DDQ; aq. buffer / CH₂Cl₂ / 0.5 h / 20 °C / pH 7.00

11.1: 84 percent / Dess-Martin periodinane; 2,6-lutidine / CH₂Cl₂ / 12 h / 20 °C

12.1: 59 percent / HCO₂H / 0.2 h / 100 °C

13.1: NaBH₄ / tetrahydrofuran; H₂O / 2 h / 20 °C

14.1: 80 percent / acetic acid; Bu₃SnH; (Ph₃P)2PdCl₂ / CH₂Cl₂ / 0.5 h / 20 °C

15.1: p-TsOH; MgSO₄ / benzene / 4 h / 85 °C

16.1: 90 percent / TEA / CH₂Cl₂ / 0.5 h / 20 °C

17.1: 90 percent / H₂ / Pd/C / ethyl acetate / 24 h / 20 °C / 760 Torr

18.1: 84 percent / KH₂PO₄; aq. Fremy`s salt / acetonitrile / 36 h / 20 °C

19.1: 87 percent / SeO₂ / dioxane / 5 h / 100 °C

20.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 12 h / 20 °C

With 2,6-dimethylpyridine; bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; potassium dihydrogenphosphate; formic acid; selenium(IV) oxide; potassiuim nitrosodisulfonate; (+)-1,2-bis((2S,,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate; TEA; tetrabutylammomium bromide; hydrogen; tri-n-butyl-tin hydride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; diethylaluminium chloride; sodium hydride; magnesium sulfate; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; acetic acid; tris-(o-tolyl)phosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium diacetate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethylene glycol; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile; benzene; 5.1: Jeffery-Heck coupling;

DOI:10.1021/ja050203t

upstream raw materials:

C₃₉H₄₈N₂O₉Si

2-hydroxymethyl-3-iodo-6-methoxy-5-methyl-phenol

toluene-4-sulfonic acid 5-iodo-2-methoxy-3-methyl-phenyl ester

(2-benzyloxy-6-iodo-3-methoxy-4-methyl-phenyl)-methanol