N-(diphenylmethylene)-N'-(tert-butoxycarbonyl)-N'-[4-(N-tert-butoxycarbonylanilino)phenyl]-p-phenylenediamine

Base Information

Chemical Name:N-(diphenylmethylene)-N'-(tert-butoxycarbonyl)-N'-[4-(N-tert-butoxycarbonylanilino)phenyl]-p-phenylenediamine
CAS No.:206656-23-7
Molecular Formula:C₄₁H₄₁N₃O₄
Molecular Weight:639.794
Hs Code.:

Synonyms:N-(diphenylmethylene)-N'-(tert-butoxycarbonyl)-N'-[4-(N-tert-butoxycarbonylanilino)phenyl]-p-phenylenediamine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-(diphenylmethylene)-N'-(tert-butoxycarbonyl)-N'-[4-(N-tert-butoxycarbonylanilino)phenyl]-p-phenylenediamine

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Technology Process of N-(diphenylmethylene)-N'-(tert-butoxycarbonyl)-N'-[4-(N-tert-butoxycarbonylanilino)phenyl]-p-phenylenediamine

There total 14 articles about N-(diphenylmethylene)-N'-(tert-butoxycarbonyl)-N'-[4-(N-tert-butoxycarbonylanilino)phenyl]-p-phenylenediamine 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:

: 24424-99-5
di-tert-butyl dicarbonate

: [4-(Benzhydrylidene-amino)-phenyl]-(4-phenylamino-phenyl)-carbamic acid tert-butyl ester

: 206656-23-7
N-(diphenylmethylene)-N'-(tert-butoxycarbonyl)-N'-[4-(N-tert-butoxycarbonylanilino)phenyl]-p-phenylenediamine

Guidance literature:: With dmap; In tetrahydrofuran; at 60 ℃; for 3h; Yield given;
DOI:10.1021/ja980052c

Reference yield:

: 106-40-1
4-bromo-aniline

: 206656-23-7
N-(diphenylmethylene)-N'-(tert-butoxycarbonyl)-N'-[4-(N-tert-butoxycarbonylanilino)phenyl]-p-phenylenediamine

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / molecular sieves 5A / toluene / 18 h / Heating

2: NaOtBu, Pd₂(dba)3, S-BINAP / tetrahydrofuran / 17 h / Heating

3: 4-DMAP / tetrahydrofuran / 2 h / 60 °C

4: 89 percent / NaOAc, Br₂ / tetrahydrofuran / -78 - 0 °C

5: NaOtBu, Pd₂(dba)3, S-BINAP / toluene / 14 h / 80 °C

6: 4-DMAP / tetrahydrofuran / 3 h / 60 °C

With dmap; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; 5A molecular sieve; bromine; sodium acetate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); sodium t-butanolate; In tetrahydrofuran; toluene;
DOI:10.1021/ja980052c

Reference yield:

: 53847-33-9
4-bromo-N-(diphenylmethylidene)aniline

: 206656-23-7
N-(diphenylmethylene)-N'-(tert-butoxycarbonyl)-N'-[4-(N-tert-butoxycarbonylanilino)phenyl]-p-phenylenediamine

Guidance literature:: Multi-step reaction with 5 steps

1: NaOtBu, Pd₂(dba)3, S-BINAP / tetrahydrofuran / 17 h / Heating

2: 4-DMAP / tetrahydrofuran / 2 h / 60 °C

3: 89 percent / NaOAc, Br₂ / tetrahydrofuran / -78 - 0 °C

4: NaOtBu, Pd₂(dba)3, S-BINAP / toluene / 14 h / 80 °C

5: 4-DMAP / tetrahydrofuran / 3 h / 60 °C

With dmap; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; bromine; sodium acetate; (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); sodium t-butanolate; In tetrahydrofuran; toluene;
DOI:10.1021/ja980052c