tert-butyl 1,2,3,4-tetrahydro-3-phenyl-9H-carbazole-9-carboxylate

Base Information

• Chemical Name: tert-butyl 1,2,3,4-tetrahydro-3-phenyl-9H-carbazole-9-carboxylate
• CAS No.: 1179445-04-5
• Molecular Formula: C₂₃H₂₅NO₂
• Molecular Weight: 347.457
• Mol file: 1179445-04-5.mol

Synonyms:tert-butyl 1,2,3,4-tetrahydro-3-phenyl-9H-carbazole-9-carboxylate

Chemical Property of tert-butyl 1,2,3,4-tetrahydro-3-phenyl-9H-carbazole-9-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 1,2,3,4-tetrahydro-3-phenyl-9H-carbazole-9-carboxylate

There total 4 articles about tert-butyl 1,2,3,4-tetrahydro-3-phenyl-9H-carbazole-9-carboxylate 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: 11.0%

N-phenyl-maleimide (941-69-5) + 2-{2-[(tert-butoxycarbonyl)amino]phenyl}buta-2,3-dien-1-yl ethyl carbonate (1179444-87-1) → tert-butyl 1,2,3,4-tetrahydro-3-phenyl-9H-carbazole-9-carboxylate (1179445-04-5) + tert-butyl 1,2,3,4-tetrahydro-2-phenyl-9H-carbazole-9-carboxylate (1179445-01-2) + C30H34N2O4 (83020-28-4)

Guidance literature:

With potassium carbonate; In toluene; at 120 ℃; for 9h; Inert atmosphere;

DOI:10.1021/jo901325d

Reference yield:

3-phenyl-2,3,4,9-tetrahydro-1H-carbazole + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 1,2,3,4-tetrahydro-3-phenyl-9H-carbazole-9-carboxylate (1179445-04-5)

Guidance literature:

With dmap; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol302983t

Reference yield:

1-phenyl-4-cyclohexanone (4894-75-1) → tert-butyl 1,2,3,4-tetrahydro-3-phenyl-9H-carbazole-9-carboxylate (1179445-04-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; acetic acid / 1 h / Reflux; Inert atmosphere

2: dmap / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With dmap; sulfuric acid; acetic acid; In tetrahydrofuran;

DOI:10.1021/ol302983t

upstream raw materials:

N-phenyl-maleimide

2-{2-[(tert-butoxycarbonyl)amino]phenyl}buta-2,3-dien-1-yl ethyl carbonate

1-phenyl-4-cyclohexanone

phenylhydrazine