(2R,2'R,3R,3'R)-3,3'-di-tert-butyl-2,2'-diisopropyl-2,2',3,3'-tetrahydro-4,4'-bibenzo[d][1,3]oxaphosphole

Base Information

• Chemical Name: (2R,2'R,3R,3'R)-3,3'-di-tert-butyl-2,2'-diisopropyl-2,2',3,3'-tetrahydro-4,4'-bibenzo[d][1,3]oxaphosphole
• CAS No.: 2207601-12-3
• Molecular Formula: C₂₈H₄₀O₂P₂
• Molecular Weight: 470.572

Synonyms:

Chemical Property of (2R,2'R,3R,3'R)-3,3'-di-tert-butyl-2,2'-diisopropyl-2,2',3,3'-tetrahydro-4,4'-bibenzo[d][1,3]oxaphosphole

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

(2S,2'S,3S,3'S)-3,3'-Di-tert-butyl-2,2'-diisopropyl-2,2',3,3'-tetrahydro-4,4'-bibenzo[d][1,3]oxaphosphole, min. 97% (99% ee) (2S,2'S,3S,3'S)-DI-iPr-BABIBOP ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,2'R,3R,3'R)-3,3'-di-tert-butyl-2,2'-diisopropyl-2,2',3,3'-tetrahydro-4,4'-bibenzo[d][1,3]oxaphosphole

There total 15 articles about (2R,2'R,3R,3'R)-3,3'-di-tert-butyl-2,2'-diisopropyl-2,2',3,3'-tetrahydro-4,4'-bibenzo[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: 95.0%

C28H40O4P2 → (2R,2'R,3R,3'R)-3,3'-di-tert-butyl-2,2'-diisopropyl-2,2',3,3'-tetrahydro-4,4'-bibenzo[d][1,3]oxaphosphole (2207601-12-3,2214207-75-5)

Guidance literature:

C₂₈H₄₀O₄P₂; With trichlorosilane; triethylamine; In toluene; at 110 ℃; for 12h;

With sodium hydroxide; In water; toluene; at 60 ℃; for 0.5h;

DOI:10.1002/cjoc.201700645

Reference yield:

(S)-3-tert-butyl-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-yl trifluoromethanesulfonate oxide (1338453-95-4) → (2R,2'R,3R,3'R)-3,3'-di-tert-butyl-2,2'-diisopropyl-2,2',3,3'-tetrahydro-4,4'-bibenzo[d][1,3]oxaphosphole (2207601-12-3,2214207-75-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; cesium fluoride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tetrahydrofuran / 20 h / 75 °C

2.1: trifluoroacetic acid / dichloromethane / 12 h / 0 - 20 °C

3.1: hydrogenchloride / acetonitrile; water / 0.25 h / -20 °C

3.2: 0.25 h / -20 °C

3.3: -20 - 20 °C

4.1: sodium hydride; zinc; bis(triphenylphosphine)nickel(II) chloride; triphenylphosphine / tetrahydrofuran / 1 h / 80 °C

5.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane / 2 h / -78 °C

5.2: -78 - 20 °C

6.1: triethylamine; trichlorosilane / toluene / 12 h / 110 °C

6.2: 0.5 h / 60 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bis(triphenylphosphine)nickel(II) chloride; trichlorosilane; sodium hydride; triethylamine; triphenylphosphine; cesium fluoride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; zinc; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane; water; toluene; acetonitrile; 1.1: |Buchwald-Hartwig Coupling / 3.2: |Sandmeyer Reaction / 3.3: |Sandmeyer Reaction;

DOI:10.1002/cjoc.201700645

Reference yield:

C16H24NO4P → (2R,2'R,3R,3'R)-3,3'-di-tert-butyl-2,2'-diisopropyl-2,2',3,3'-tetrahydro-4,4'-bibenzo[d][1,3]oxaphosphole (2207601-12-3,2214207-75-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: trifluoroacetic acid / dichloromethane / 12 h / 0 - 20 °C

2.1: hydrogenchloride / acetonitrile; water / 0.25 h / -20 °C

2.2: 0.25 h / -20 °C

2.3: -20 - 20 °C

3.1: sodium hydride; zinc; bis(triphenylphosphine)nickel(II) chloride; triphenylphosphine / tetrahydrofuran / 1 h / 80 °C

4.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane / 2 h / -78 °C

4.2: -78 - 20 °C

5.1: triethylamine; trichlorosilane / toluene / 12 h / 110 °C

5.2: 0.5 h / 60 °C

With hydrogenchloride; bis(triphenylphosphine)nickel(II) chloride; trichlorosilane; sodium hydride; triethylamine; triphenylphosphine; trifluoroacetic acid; zinc; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane; water; toluene; acetonitrile; 2.2: |Sandmeyer Reaction / 2.3: |Sandmeyer Reaction;

DOI:10.1002/cjoc.201700645

upstream raw materials:

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

racemic 3-tert-butyl-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-ol oxide

(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 ((1S,2R,5S)-2-isopropyl-5-methylcyclohexyl) carbonate

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