(2S,2'S,3S,3'S)-4,4'-di(anth racen-9-yl)-3,3'-di-tert-but yl-2,2',3,3'-tetrahydro-2,2'- bibenzo[d][1,3]oxaphosph ole

Base Information

• Chemical Name: (2S,2'S,3S,3'S)-4,4'-di(anth racen-9-yl)-3,3'-di-tert-but yl-2,2',3,3'-tetrahydro-2,2'- bibenzo[d][1,3]oxaphosph ole
• CAS No.: 1435940-19-4
• Molecular Formula: C₅₀H₄₄O₂P₂
• Molecular Weight: 738.846
• Hs Code.: 2931499090
• Mol file: 1435940-19-4.mol

Synonyms:

Chemical Property of (2S,2'S,3S,3'S)-4,4'-di(anth racen-9-yl)-3,3'-di-tert-but yl-2,2',3,3'-tetrahydro-2,2'- bibenzo[d][1,3]oxaphosph ole

Chemical Property:

• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: air sensitive, store cold

Purity/Quality:

99%, ^*data from raw suppliers

(2S,2'S,3S,3'S)-4,4'-Di(anthracen-9-yl)-3,3'-di-t-butyl-2,2',3,3'-tetrahydro-2,2'-bibenzo[d][1,3]oxaphosphole, min 98%, (>99% ee), [(2S,2'S,3S,3'S)-WingPhos] ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,2'S,3S,3'S)-4,4'-di(anth racen-9-yl)-3,3'-di-tert-but yl-2,2',3,3'-tetrahydro-2,2'- bibenzo[d][1,3]oxaphosph ole

There total 4 articles about (2S,2'S,3S,3'S)-4,4'-di(anth racen-9-yl)-3,3'-di-tert-but yl-2,2',3,3'-tetrahydro-2,2'- bibenzo[d][1,3]oxaphosph ole 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%

(2S,2'S,3R,3'R)-4,4'-di(anthracen-9-yl)-3,3'-di-tert-butyl-2,2',3,3'-tetrahydro-2,2'-bibenzo[d][1,3]oxaphosphole bisoxide (1435940-32-1) → (2S,2'S,3S,3'S)-4,4'-di(anthracen-9-yl)-3,3'-di-tert-butyl-2,2',3,3'-tetrahydro-2,2'-bibenzo[d][1,3]oxaphosphole (1435940-19-4)

Guidance literature:

(2S,2'S,3R,3'R)-4,4'-di(anthracen-9-yl)-3,3'-di-tert-butyl-2,2',3,3'-tetrahydro-2,2'-bibenzo[d][1,3]oxaphosphole bisoxide; With titanium(IV) isopropylate; In tetrahydrofuran; for 24h; Inert atmosphere; Reflux;

With sodium hydroxide; In diethyl ether; water; at 60 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201300646

Reference yield:

(R)-3-(tert-butyl)-4-hydroxy-2H-benzo[ d][1,3]oxaphosphole 3-oxide (1202033-25-7) → (2S,2'S,3S,3'S)-4,4'-di(anthracen-9-yl)-3,3'-di-tert-butyl-2,2',3,3'-tetrahydro-2,2'-bibenzo[d][1,3]oxaphosphole (1435940-19-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / Inert atmosphere

2.1: potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; rac-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole / 1,4-dioxane / Inert atmosphere

3.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere

3.2: 2 h / -78 - 20 °C / Inert atmosphere

4.1: titanium(IV) isopropylate / tetrahydrofuran / 24 h / Inert atmosphere; Reflux

4.2: 0.5 h / 60 °C / Inert atmosphere

With titanium(IV) isopropylate; potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; rac-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; n-heptane; dichloromethane; ethylbenzene;

DOI:10.1002/anie.201300646

Reference yield:

(R)-3-(tert-butyl)-3-oxido-2H-benzo[d][1,3]oxaphosphol-4-yl trifluoromethanesulfonate (1202032-99-2) → (2S,2'S,3S,3'S)-4,4'-di(anthracen-9-yl)-3,3'-di-tert-butyl-2,2',3,3'-tetrahydro-2,2'-bibenzo[d][1,3]oxaphosphole (1435940-19-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; rac-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole / 1,4-dioxane / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 - 20 °C / Inert atmosphere

3.1: titanium(IV) isopropylate / tetrahydrofuran / 24 h / Inert atmosphere; Reflux

3.2: 0.5 h / 60 °C / Inert atmosphere

With titanium(IV) isopropylate; potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; rac-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; n-heptane; ethylbenzene;

DOI:10.1002/anie.201300646

upstream raw materials:

(2S,2'S,3R,3'R)-4,4'-di(anthracen-9-yl)-3,3'-di-tert-butyl-2,2',3,3'-tetrahydro-2,2'-bibenzo[d][1,3]oxaphosphole bisoxide

(R)-3-(tert-butyl)-4-hydroxy-2H-benzo[ d][1,3]oxaphosphole 3-oxide

(R)-3-(tert-butyl)-3-oxido-2H-benzo[d][1,3]oxaphosphol-4-yl trifluoromethanesulfonate

(R)-4-(anthracen-9-yl)-3-tert-butyl-2,3-dihydrobenzo[d][1,3]oxaphosphole oxide

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