C₅₄H₆₇BrO₄Si₂

Base Information

• Chemical Name: C₅₄H₆₇BrO₄Si₂
• CAS No.: 193471-37-3
• Molecular Formula: C₅₄H₆₇BrO₄Si₂
• Molecular Weight: 916.199
• Mol file: 193471-37-3.mol

Synonyms:

Chemical Property of C₅₄H₆₇BrO₄Si₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₅₄H₆₇BrO₄Si₂

There total 12 articles about C₅₄H₆₇BrO₄Si₂ 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:

C54H68O4Si2 (193471-33-9) → C54H67BrO4Si2 (193471-37-3) + C54H67BrO4Si2 (193471-34-0)

Guidance literature:

With tetra-N-butylammonium tribromide; In methanol; dichloromethane; at 0 ℃; for 1h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(97)01146-5

Reference yield:

(1R,4aS,6S,8aS)-6-(tert-Butyl-diphenyl-silanyloxy)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-ol (157519-06-7) → C54H67BrO4Si2 (193471-37-3)

Guidance literature:

Multi-step reaction with 12 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 2.) CH₂Cl₂, -60 deg C to 23 deg C, 1 h

2: n-BuLi / 10 h / -78 deg C to 23 deg C

3: Me₃SiCl/NaI / acetonitrile / 0.5 h / 0 - 23 °C

4: NaBH₄ / methanol / 1 h / -78 - 0 °C

5: Et₃N / CH₂Cl₂ / 0.25 h / -78 °C

6: LiBr / tetrahydrofuran / 1 h / 0 °C

7: 1.) n-BuLi, TMEDA, 2.) CuCN / 1.) THF, -20 deg C, 40 min, 2.) THF, -20 deg C, 40 min, 3.) THF, -78 deg C, 2 h

8: 1N HCl / tetrahydrofuran / 1 h / 23 °C

9: NaBH₄ / methanol; tetrahydrofuran / 0.25 h / 0 °C

10: DMAP / pyridine / 4 h / 23 °C

11: 74 percent / (EtO)3SiCl, NaI / acetonitrile; CH₂Cl₂ / 0.5 h / -5 °C

12: n-Bu₄NBr₃ / methanol; CH₂Cl₂ / 1 h / 0 °C

With hydrogenchloride; dmap; sodium tetrahydroborate; n-butyllithium; chloro-trimethyl-silane; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; chlorotriethoxysilane; tetra-N-butylammonium tribromide; dimethyl sulfoxide; triethylamine; sodium iodide; lithium bromide; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetonitrile;

DOI:10.1016/S0040-4039(97)01146-5

Reference yield:

(4aS,6S,8aS)-6-(tert-Butyl-diphenyl-silanyloxy)-2,5,5,8a-tetramethyl-4a,5,6,7,8,8a-hexahydro-4H-naphthalen-1-one (157519-07-8) → C54H67BrO4Si2 (193471-37-3)

Guidance literature:

Multi-step reaction with 11 steps

1: n-BuLi / 10 h / -78 deg C to 23 deg C

2: Me₃SiCl/NaI / acetonitrile / 0.5 h / 0 - 23 °C

3: NaBH₄ / methanol / 1 h / -78 - 0 °C

4: Et₃N / CH₂Cl₂ / 0.25 h / -78 °C

5: LiBr / tetrahydrofuran / 1 h / 0 °C

6: 1.) n-BuLi, TMEDA, 2.) CuCN / 1.) THF, -20 deg C, 40 min, 2.) THF, -20 deg C, 40 min, 3.) THF, -78 deg C, 2 h

7: 1N HCl / tetrahydrofuran / 1 h / 23 °C

8: NaBH₄ / methanol; tetrahydrofuran / 0.25 h / 0 °C

9: DMAP / pyridine / 4 h / 23 °C

10: 74 percent / (EtO)3SiCl, NaI / acetonitrile; CH₂Cl₂ / 0.5 h / -5 °C

11: n-Bu₄NBr₃ / methanol; CH₂Cl₂ / 1 h / 0 °C

With hydrogenchloride; dmap; sodium tetrahydroborate; n-butyllithium; chloro-trimethyl-silane; N,N,N,N,-tetramethylethylenediamine; chlorotriethoxysilane; tetra-N-butylammonium tribromide; triethylamine; sodium iodide; lithium bromide; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetonitrile;

DOI:10.1016/S0040-4039(97)01146-5

upstream raw materials:

C₅₄H₆₈O₄Si₂

(1R,4aS,6S,8aS)-6-(tert-Butyl-diphenyl-silanyloxy)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-ol

(4aS,6S,8aS)-6-(tert-Butyl-diphenyl-silanyloxy)-2,5,5,8a-tetramethyl-4a,5,6,7,8,8a-hexahydro-4H-naphthalen-1-one

((2S,4aS,8aR)-5-Bromomethyl-1,1,4a,6-tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-2-yloxy)-tert-butyl-diphenyl-silane

Downstream raw materials:

C₅₆H₇₀O₄Si₂