C₅₈H₇₆N₂O₇Si₂

Base Information

• Chemical Name: C₅₈H₇₆N₂O₇Si₂
• CAS No.: 928658-06-4
• Molecular Formula: C₅₈H₇₆N₂O₇Si₂
• Molecular Weight: 969.422
• Mol file: 928658-06-4.mol

Synonyms:C₅₈H₇₆N₂O₇Si₂

Chemical Property of C₅₈H₇₆N₂O₇Si₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₅₈H₇₆N₂O₇Si₂

There total 30 articles about C₅₈H₇₆N₂O₇Si₂ 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: 71.0%

C72H88N2O7Si2 (928658-05-3) → C58H76N2O7Si2 (928658-06-4)

Guidance literature:

C₇₂H₈₈N₂O₇Si₂; With boron trichloride; In dichloromethane; at -78 - -50 ℃; for 3.5h;

With sodium hydrogencarbonate; In dichloromethane; at -78 - 20 ℃; Further stages.;

DOI:10.1021/ja068047t

Reference yield:

C7H8Br2O2 (928657-76-5) → C58H76N2O7Si2 (928658-06-4)

Guidance literature:

Multi-step reaction with 17 steps

1.1: 41.76 g / imidazole; N,N-dimethylaminopyridine / dimethylformamide / 14 h / 20 °C

2.1: n-BuLi / diethyl ether; hexane / 0.5 h / -78 °C

2.2: 65 percent / diethyl ether; hexane / 0.5 h / Heating

3.1: 4 Angstroem molecular sieves / Yb(OTf)3*xH₂O / toluene / 3 h / 20 °C

3.2: toluene / 20 h / 100 °C

4.1: 87 percent / DIBAL / CH₂Cl₂; toluene / 0.25 h / -78 °C

5.1: t-BuOK / tetrahydrofuran / 0.17 h / cooling

5.2: 93 percent / tetrahydrofuran / 11 h

6.1: 82 percent / NEt₃; Ag₂SO₄ / Pd(PPh₃)4 / dimethylformamide / 1 h / Heating

7.1: 58 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; H₂O / CH₂Cl₂ / 5 h / 20 °C

8.1: 89 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

9.1: SmI₂ / tetrahydrofuran / 0.5 h / 0 °C

9.2: 1.36 g / aq. NaHCO₃ / tetrahydrofuran / 0.08 h

10.1: 1.34 g / Et₃N; DMAP / CH₂Cl₂ / 0.33 h / 0 °C

11.1: 1.10 g / KOtBu / tetrahydrofuran / 0.58 h / -30 - -20 °C

12.1: 67 percent / NiCl₂*6H₂O; Na₂CO₃; NaBH₄ / tetrahydrofuran; methanol / 2.83 h / -50 °C

13.1: LiAlH₄ / tetrahydrofuran; diethyl ether / 0.25 h / 0 °C

14.1: 1.232 g / Et₃N; DMAP / CH₂Cl₂ / 1 h / 0 °C

15.1: NH₃ / ethanol; tetrahydrofuran / 13 h / 85 °C

16.1: 847 mg / triethylamine / CH₂Cl₂ / 18 h / 0 - 20 °C

17.1: BCl₃ / CH₂Cl₂ / 3.5 h / -78 - -50 °C

17.2: 71 percent / aq. NaHCO₃ / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; samarium diiodide; 4 A molecular sieve; potassium tert-butylate; ammonia; water; boron trichloride; diisobutylaluminium hydride; sodium carbonate; silver sulfate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; nickel dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ytterbium(III) triflate; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 5.2: Horner-Emmons olefination / 6.1: Heck cyclization;

DOI:10.1021/ja068047t

Reference yield:

C47H54BrNO9Si (928657-79-8) → C58H76N2O7Si2 (928658-06-4)

Guidance literature:

Multi-step reaction with 14 steps

1.1: 87 percent / DIBAL / CH₂Cl₂; toluene / 0.25 h / -78 °C

2.1: t-BuOK / tetrahydrofuran / 0.17 h / cooling

2.2: 93 percent / tetrahydrofuran / 11 h

3.1: 82 percent / NEt₃; Ag₂SO₄ / Pd(PPh₃)4 / dimethylformamide / 1 h / Heating

4.1: 58 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; H₂O / CH₂Cl₂ / 5 h / 20 °C

5.1: 89 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

6.1: SmI₂ / tetrahydrofuran / 0.5 h / 0 °C

6.2: 1.36 g / aq. NaHCO₃ / tetrahydrofuran / 0.08 h

7.1: 1.34 g / Et₃N; DMAP / CH₂Cl₂ / 0.33 h / 0 °C

8.1: 1.10 g / KOtBu / tetrahydrofuran / 0.58 h / -30 - -20 °C

9.1: 67 percent / NiCl₂*6H₂O; Na₂CO₃; NaBH₄ / tetrahydrofuran; methanol / 2.83 h / -50 °C

10.1: LiAlH₄ / tetrahydrofuran; diethyl ether / 0.25 h / 0 °C

11.1: 1.232 g / Et₃N; DMAP / CH₂Cl₂ / 1 h / 0 °C

12.1: NH₃ / ethanol; tetrahydrofuran / 13 h / 85 °C

13.1: 847 mg / triethylamine / CH₂Cl₂ / 18 h / 0 - 20 °C

14.1: BCl₃ / CH₂Cl₂ / 3.5 h / -78 - -50 °C

14.2: 71 percent / aq. NaHCO₃ / CH₂Cl₂ / -78 - 20 °C

With dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; samarium diiodide; potassium tert-butylate; ammonia; water; boron trichloride; diisobutylaluminium hydride; sodium carbonate; silver sulfate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; nickel dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 2.2: Horner-Emmons olefination / 3.1: Heck cyclization;

DOI:10.1021/ja068047t

upstream raw materials:

C₇₂H₈₈N₂O₇Si₂

furfural

C₈H₆Br₂O₃

C₈H₈Br₂O₃

Downstream raw materials:

C₅₈H₇₂N₂O₇Si₂

C₆₀H₇₆N₂O₅Si₂

Refernces