(3R,9aS)-2-phenyl-3-[2-(di(tert-butyl)phosphino)phenyl]-2,3,9,9a-tetrahydro-1H-imidazo[1,5-a]indole-1-one

Base Information

• Chemical Name: (3R,9aS)-2-phenyl-3-[2-(di(tert-butyl)phosphino)phenyl]-2,3,9,9a-tetrahydro-1H-imidazo[1,5-a]indole-1-one
• CAS No.: 1159683-76-7
• Molecular Formula: C₃₀H₃₅N₂OP
• Molecular Weight: 470.594
• Mol file: 1159683-76-7.mol

Synonyms:(3R,9aS)-2-phenyl-3-[2-(di(tert-butyl)phosphino)phenyl]-2,3,9,9a-tetrahydro-1H-imidazo[1,5-a]indole-1-one

Chemical Property of (3R,9aS)-2-phenyl-3-[2-(di(tert-butyl)phosphino)phenyl]-2,3,9,9a-tetrahydro-1H-imidazo[1,5-a]indole-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,9aS)-2-phenyl-3-[2-(di(tert-butyl)phosphino)phenyl]-2,3,9,9a-tetrahydro-1H-imidazo[1,5-a]indole-1-one

There total 5 articles about (3R,9aS)-2-phenyl-3-[2-(di(tert-butyl)phosphino)phenyl]-2,3,9,9a-tetrahydro-1H-imidazo[1,5-a]indole-1-one 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: 41.0%

2-[bis(tert-butyl)phosphino]benzaldehyde (1159683-75-6) + anilide of (S)-indoline-2-carboxylic acid (104261-81-6) → (3R,9aS)-2-phenyl-3-[2-(di(tert-butyl)phosphino)phenyl]-2,3,9,9a-tetrahydro-1H-imidazo[1,5-a]indole-1-one (1159683-76-7)

Guidance literature:

In methanol; for 12h; Reflux;

DOI:10.1021/ol202977j

Reference yield: 26.0%

2-[bis(tert-butyl)phosphino]benzaldehyde (1159683-75-6) + anilide of (S)-indoline-2-carboxylic acid (104261-81-6) → (3R,9aS)-2-phenyl-3-[2-(di(tert-butyl)phosphino)phenyl]-2,3,9,9a-tetrahydro-1H-imidazo[1,5-a]indole-1-one (1159683-76-7) + (3S,9aS)-2-phenyl-3-[2-(di(tert-butyl)phosphino)phenyl]-2,3,9,9a-tetrahydro-1H-imidazo[1,5-a]indole-1-one

Guidance literature:

In methanol; at 80 ℃; for 3h; Inert atmosphere; Sealed tube;

DOI:10.1055/s-0036-1589407

Reference yield:

2-(2-bromophenyl)-1,3-dioxolan (34824-58-3) → (3R,9aS)-2-phenyl-3-[2-(di(tert-butyl)phosphino)phenyl]-2,3,9,9a-tetrahydro-1H-imidazo[1,5-a]indole-1-one (1159683-76-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1 h / -78 °C / Inert atmosphere

1.2: 16 h / -78 °C / Reflux

2.1: toluene-4-sulfonic acid / water; acetone / 24 h / Reflux

3.1: methanol / 12 h / Reflux

With tert.-butyl lithium; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; water; acetone; pentane;

DOI:10.1021/ol202977j

upstream raw materials:

2-(2-bromophenyl)-1,3-dioxolan

(2-[1,3]dioxolan-2-yl-phenyl)-di-o-tert-butylphosphine

2-[bis(tert-butyl)phosphino]benzaldehyde

anilide of (S)-indoline-2-carboxylic acid