3,3'-bis(1-(p-bromophenyl)-1H-1,2,3-triazol-4-yl)-1,1'-binaphthyl-2,2'-diyl (1-pyrrolidinyl)phosphonate

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Chemical Name:3,3'-bis(1-(p-bromophenyl)-1H-1,2,3-triazol-4-yl)-1,1'-binaphthyl-2,2'-diyl (1-pyrrolidinyl)phosphonate
CAS No.:1352522-94-1
Molecular Formula:C₄₀H₂₈Br₂N₇O₃P
Molecular Weight:845.489
Hs Code.:

Synonyms:3,3'-bis(1-(p-bromophenyl)-1H-1,2,3-triazol-4-yl)-1,1'-binaphthyl-2,2'-diyl (1-pyrrolidinyl)phosphonate

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Chemical Property of 3,3'-bis(1-(p-bromophenyl)-1H-1,2,3-triazol-4-yl)-1,1'-binaphthyl-2,2'-diyl (1-pyrrolidinyl)phosphonate

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Technology Process of 3,3'-bis(1-(p-bromophenyl)-1H-1,2,3-triazol-4-yl)-1,1'-binaphthyl-2,2'-diyl (1-pyrrolidinyl)phosphonate

There total 7 articles about 3,3'-bis(1-(p-bromophenyl)-1H-1,2,3-triazol-4-yl)-1,1'-binaphthyl-2,2'-diyl (1-pyrrolidinyl)phosphonate 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: 66.0%

: 123-75-1
pyrrolidine

: C₃₆H₂₀Br₂ClN₆O₂P

: 1352522-91-8
3,3'-bis(1-(p-bromophenyl)-1H-1,2,3-triazol-4-yl)-1,1'-binaphthyl-2,2'-diyl (1-pyrrolidinyl)phosphonite

: 1352522-94-1
3,3'-bis(1-(p-bromophenyl)-1H-1,2,3-triazol-4-yl)-1,1'-binaphthyl-2,2'-diyl (1-pyrrolidinyl)phosphonate

Guidance literature:: pyrrolidine; C₃₆H₂₀Br₂ClN₆O₂P; In toluene; 1,3-Dichlorobenzene; at 0 - 20 ℃; Inert atmosphere;

With water; ammonium chloride; In dichloromethane; toluene; 1,3-Dichlorobenzene;
DOI:10.1016/j.tet.2011.11.020

Reference yield:

: 1352817-04-9,219583-12-7,219583-93-4
3,3'-diethynyl-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl

: 1352522-91-8
3,3'-bis(1-(p-bromophenyl)-1H-1,2,3-triazol-4-yl)-1,1'-binaphthyl-2,2'-diyl (1-pyrrolidinyl)phosphonite

: 1352522-94-1
3,3'-bis(1-(p-bromophenyl)-1H-1,2,3-triazol-4-yl)-1,1'-binaphthyl-2,2'-diyl (1-pyrrolidinyl)phosphonate

Guidance literature:: Multi-step reaction with 4 steps

1: copper(l) iodide; N-ethyl-N,N-diisopropylamine / acetonitrile / 15 h / Inert atmosphere

2: hydrogenchloride / water; acetone / 20 h / Inert atmosphere

3: phosphorus trichloride / toluene; 1,3-Dichlorobenzene / 8 h / 110 °C / Inert atmosphere

4: toluene; 1,3-Dichlorobenzene / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine; phosphorus trichloride; In water; acetone; toluene; acetonitrile; 1,3-Dichlorobenzene; 1: Huisgen 1,3-dipolar cycloaddition;
DOI:10.1016/j.tet.2011.11.020

Reference yield:

: 219583-08-1,219583-90-1
3,3'-bis((trimethylsilyl)ethynyl)-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl

: 1352522-91-8
3,3'-bis(1-(p-bromophenyl)-1H-1,2,3-triazol-4-yl)-1,1'-binaphthyl-2,2'-diyl (1-pyrrolidinyl)phosphonite

: 1352522-94-1
3,3'-bis(1-(p-bromophenyl)-1H-1,2,3-triazol-4-yl)-1,1'-binaphthyl-2,2'-diyl (1-pyrrolidinyl)phosphonate

Guidance literature:: Multi-step reaction with 5 steps

1: methanol; potassium carbonate / dichloromethane / 2 h / Inert atmosphere

2: copper(l) iodide; N-ethyl-N,N-diisopropylamine / acetonitrile / 15 h / Inert atmosphere

3: hydrogenchloride / water; acetone / 20 h / Inert atmosphere

4: phosphorus trichloride / toluene; 1,3-Dichlorobenzene / 8 h / 110 °C / Inert atmosphere

5: toluene; 1,3-Dichlorobenzene / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; methanol; copper(l) iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; phosphorus trichloride; In dichloromethane; water; acetone; toluene; acetonitrile; 1,3-Dichlorobenzene; 2: Huisgen 1,3-dipolar cycloaddition;
DOI:10.1016/j.tet.2011.11.020