3-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-4-hydroxy-pyrrole-2,5-dione

Base Information

• Chemical Name: 3-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-4-hydroxy-pyrrole-2,5-dione
• CAS No.: 626605-08-1
• Molecular Formula: C₃₀H₃₁N₃O₄Si
• Molecular Weight: 525.679
• Mol file: 626605-08-1.mol

Synonyms:3-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-4-hydroxy-pyrrole-2,5-dione

Chemical Property of 3-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-4-hydroxy-pyrrole-2,5-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-4-hydroxy-pyrrole-2,5-dione

There total 4 articles about 3-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-4-hydroxy-pyrrole-2,5-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: 80.0%

2-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-acetamide (626605-07-0) + potassium tert-butylate (865-47-4) → 3-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-4-hydroxy-pyrrole-2,5-dione (626605-08-1)

Guidance literature:

With oxalic acid diethyl ester; In tetrahydrofuran; nitrogen; for 0.333333h;

Reference yield: 80.0%

2-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-acetamide (626605-07-0) + oxalic acid diethyl ester (95-92-1) → 3-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-4-hydroxy-pyrrole-2,5-dione (626605-08-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 0.333333h;

DOI:10.1016/j.bmc.2004.04.010

Reference yield:

1H-Pyrrolo[2,3-b]pyridin-3-yl-acetonitrile (4414-87-3) → 3-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-4-hydroxy-pyrrole-2,5-dione (626605-08-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / H₂O₂; K₂CO₃ / H₂O; dimethylsulfoxide / 0.17 h

2: 60 percent / Cs₂CO₃ / dimethylformamide / 6 h / 70 °C

3: 80 percent / potassium tert-butoxide / tetrahydrofuran / 0.33 h

With potassium tert-butylate; dihydrogen peroxide; potassium carbonate; caesium carbonate; In tetrahydrofuran; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2004.04.010

upstream raw materials:

2-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-acetamide

oxalic acid diethyl ester

1H-Pyrrolo[2,3-b]pyridin-3-yl-acetonitrile

2-(1H-pyrrolo[2,3-b]pyridin-3-yl)-acetamide

Downstream raw materials:

4-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-1'-triisopropylsilanyl-1'H-[3,3']bipyrrolyl-2,5-dione

3-{1-[3-(tert-butyldiphenylsilanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-4-dibenzofuran-4-yl-pyrrole-2,5-dione

3-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-4-(4,5,6,7-tetrahydro-pyrazolo[1,5-a]pyridin-2-yl)-pyrrole-2,5-dione

3-{1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-4-quinolin-8-yl-pyrrole-2,5-dione