3-tert-butyl-4-phenyl-2,3-dihydrobenzo[d][1,3]oxaphosphole oxide

Base Information

• Chemical Name: 3-tert-butyl-4-phenyl-2,3-dihydrobenzo[d][1,3]oxaphosphole oxide
• CAS No.: 1246888-81-2
• Molecular Formula: C₁₇H₁₉O₂P
• Molecular Weight: 286.31
• Mol file: 1246888-81-2.mol

Synonyms:3-tert-butyl-4-phenyl-2,3-dihydrobenzo[d][1,3]oxaphosphole oxide

Chemical Property of 3-tert-butyl-4-phenyl-2,3-dihydrobenzo[d][1,3]oxaphosphole oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-tert-butyl-4-phenyl-2,3-dihydrobenzo[d][1,3]oxaphosphole oxide

There total 3 articles about 3-tert-butyl-4-phenyl-2,3-dihydrobenzo[d][1,3]oxaphosphole oxide 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: 75.0%

3-tert-butyl-3-oxido-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-yl trifluoromethanesulfonate (1246888-79-8) + phenylboronic acid (98-80-6) → 3-tert-butyl-4-phenyl-2,3-dihydrobenzo[d][1,3]oxaphosphole oxide (1246888-81-2)

Guidance literature:

With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine; In 1,4-dioxane; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1002/anie.201002404

Reference yield: 50.0%

iodobenzene (591-50-4) + (S)-(3-(tert-butyl)-3-oxido-2H-benzo[d][1,3]oxaphosphol-4-yl)boronic acid → 3-tert-butyl-4-phenyl-2,3-dihydrobenzo[d][1,3]oxaphosphole oxide (1246888-81-2)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (S)-3-tert-butyl-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole; potassium carbonate; In tetrahydrofuran; water; at 70 ℃; for 10h; Inert atmosphere;

Reference yield:

(S)-3-tert-butyl-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-yl trifluoromethanesulfonate oxide (1338453-95-4) → 3-tert-butyl-4-phenyl-2,3-dihydrobenzo[d][1,3]oxaphosphole oxide (1246888-81-2)

Guidance literature:

Multi-step reaction with 2 steps

1: cesium fluoride / N,N-dimethyl acetamide / 3 h / 80 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (S)-3-tert-butyl-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole; potassium carbonate / tetrahydrofuran; water / 10 h / 70 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (S)-3-tert-butyl-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole; potassium carbonate; cesium fluoride; In tetrahydrofuran; N,N-dimethyl acetamide; water;

upstream raw materials:

3-tert-butyl-3-oxido-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-yl trifluoromethanesulfonate

phenylboronic acid

iodobenzene

(S)-3-tert-butyl-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-yl trifluoromethanesulfonate oxide

Downstream raw materials:

3-tert-butyl-4-phenyl-2,3-dihydrobenzo[d][1,3]oxaphosphole