ethyl 2,6-bis-(3-tert-butoxycarbonylamino-propyl)-4'-pyren-1-yl-biphenyl-4-carboxylate

Base Information

Chemical Name:ethyl 2,6-bis-(3-tert-butoxycarbonylamino-propyl)-4'-pyren-1-yl-biphenyl-4-carboxylate
CAS No.:386267-38-5
Molecular Formula:C₄₇H₅₂N₂O₆
Molecular Weight:740.94
Hs Code.:

Synonyms:ethyl 2,6-bis-(3-tert-butoxycarbonylamino-propyl)-4'-pyren-1-yl-biphenyl-4-carboxylate

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Chemical Property of ethyl 2,6-bis-(3-tert-butoxycarbonylamino-propyl)-4'-pyren-1-yl-biphenyl-4-carboxylate

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Technology Process of ethyl 2,6-bis-(3-tert-butoxycarbonylamino-propyl)-4'-pyren-1-yl-biphenyl-4-carboxylate

There total 8 articles about ethyl 2,6-bis-(3-tert-butoxycarbonylamino-propyl)-4'-pyren-1-yl-biphenyl-4-carboxylate 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: 45.0%

: 78888-18-3
N-tert-butoxycarbonylprop-2-en-1-amine

: 386267-36-3
ethyl (2,6-dibromo-4'-pyren-1-yl-biphenyl)-4-carboxylate

: 386267-38-5
ethyl 2,6-bis-(3-tert-butoxycarbonylamino-propyl)-4'-pyren-1-yl-biphenyl-4-carboxylate

Guidance literature:: N-tert-butoxycarbonylprop-2-en-1-amine; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; for 12h;

ethyl (2,6-dibromo-4'-pyren-1-yl-biphenyl)-4-carboxylate; With potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; for 120h; Heating;
DOI:10.1055/s-2001-18066

Reference yield:

: 345924-29-0
1-(4-Bromophenyl)pyrene

: 386267-38-5
ethyl 2,6-bis-(3-tert-butoxycarbonylamino-propyl)-4'-pyren-1-yl-biphenyl-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran / 6 h / -78 - 20 °C

1.2: B(O-iPr)3 / tetrahydrofuran / 10 h / -78 - 20 °C

2.1: 17.0 g / acetone / 1 h / Heating

3.1: 53 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / m-xylene / 96 h / Heating

4.1: 9-BBN / tetrahydrofuran / 12 h

4.2: 45 percent / aq. KOH / Pd(PPh₃)4 / toluene / 120 h / Heating

With 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; m-xylene; acetone; 3.1: Suzuki cross-coupling / 4.2: Suzuki cross-coupling;
DOI:10.1055/s-2001-18066

Reference yield:

: 349666-24-6
1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene

: 386267-38-5
ethyl 2,6-bis-(3-tert-butoxycarbonylamino-propyl)-4'-pyren-1-yl-biphenyl-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 91 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / toluene / 48 h / Heating

2.1: n-BuLi / tetrahydrofuran / 6 h / -78 - 20 °C

2.2: B(O-iPr)3 / tetrahydrofuran / 10 h / -78 - 20 °C

3.1: 17.0 g / acetone / 1 h / Heating

4.1: 53 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / m-xylene / 96 h / Heating

5.1: 9-BBN / tetrahydrofuran / 12 h

5.2: 45 percent / aq. KOH / Pd(PPh₃)4 / toluene / 120 h / Heating

With 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; m-xylene; acetone; toluene; 1.1: Suzuki cross-coupling / 4.1: Suzuki cross-coupling / 5.2: Suzuki cross-coupling;
DOI:10.1055/s-2001-18066