(S)-3-(tert-butyl)-4-(2,6-dimethoxy-3,5-dimethylphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole

Base Information

• Chemical Name: (S)-3-(tert-butyl)-4-(2,6-dimethoxy-3,5-dimethylphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole
• CAS No.: 2414245-22-8
• Molecular Formula: C₂₁H₂₇O₃P
• Molecular Weight: 358.417
• Mol file: 2414245-22-8.mol

Synonyms:

Chemical Property of (S)-3-(tert-butyl)-4-(2,6-dimethoxy-3,5-dimethylphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole

Chemical Property:

Purity/Quality:

97% purity ^*data from raw suppliers

3-(tert-Butyl)-4-(2,6-dimethoxy-3,5-dimethylphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(tert-butyl)-4-(2,6-dimethoxy-3,5-dimethylphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole

There total 3 articles about (S)-3-(tert-butyl)-4-(2,6-dimethoxy-3,5-dimethylphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole 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: 92.0%

(R)-3-(tert-butyl)-4-(2,6-dimethoxy-3,5-dimethylphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole 3-oxide → (S)-3-(tert-butyl)-4-(2,6-dimethoxy-3,5-dimethylphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole (2021202-03-7,2351219-88-8,2414245-22-8)

Guidance literature:

With trichlorosilane; triethylamine; In toluene; at 55 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201600889

Reference yield:

(R)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2,3 dihydrobenzo[d][1,3]oxaphosphole-3-oxide (1373432-34-8) → (S)-3-(tert-butyl)-4-(2,6-dimethoxy-3,5-dimethylphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole (2021202-03-7,2351219-88-8,2414245-22-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide / acetonitrile / 20 °C / Inert atmosphere

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 2-methyltetrahydrofuran / 0.33 h / Inert atmosphere

2.2: 24 h / 60 °C / Inert atmosphere

3.1: triethylamine; trichlorosilane / toluene / 3 h / 55 °C / Schlenk technique; Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; trichlorosilane; triethylamine; In 2-methyltetrahydrofuran; toluene; acetonitrile; 2.1: |Negishi Coupling / 2.2: |Negishi Coupling;

DOI:10.1002/adsc.201600889

Reference yield:

(R)-3-(tert-butyl)-4-(3,5-dibromo-2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole 3-oxide → (S)-3-(tert-butyl)-4-(2,6-dimethoxy-3,5-dimethylphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole (2021202-03-7,2351219-88-8,2414245-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 2-methyltetrahydrofuran / 0.33 h / Inert atmosphere

1.2: 24 h / 60 °C / Inert atmosphere

2.1: triethylamine; trichlorosilane / toluene / 3 h / 55 °C / Schlenk technique; Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; trichlorosilane; triethylamine; In 2-methyltetrahydrofuran; toluene; 1.1: |Negishi Coupling / 1.2: |Negishi Coupling;

DOI:10.1002/adsc.201600889

upstream raw materials:

(R)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2,3 dihydrobenzo[d][1,3]oxaphosphole-3-oxide

Refernces