N-(tert-butyloxycarbonyl)-N-(3-chloro-2-propen-1-yl)-4-benzyloxy-1-iodo-6-nitro-2-naphthylamine

Base Information

Chemical Name:N-(tert-butyloxycarbonyl)-N-(3-chloro-2-propen-1-yl)-4-benzyloxy-1-iodo-6-nitro-2-naphthylamine
CAS No.:222835-54-3
Molecular Formula:C₂₅H₂₄ClIN₂O₅
Molecular Weight:594.833
Hs Code.:

Synonyms:N-(tert-butyloxycarbonyl)-N-(3-chloro-2-propen-1-yl)-4-benzyloxy-1-iodo-6-nitro-2-naphthylamine

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Chemical Property of N-(tert-butyloxycarbonyl)-N-(3-chloro-2-propen-1-yl)-4-benzyloxy-1-iodo-6-nitro-2-naphthylamine

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Technology Process of N-(tert-butyloxycarbonyl)-N-(3-chloro-2-propen-1-yl)-4-benzyloxy-1-iodo-6-nitro-2-naphthylamine

There total 7 articles about N-(tert-butyloxycarbonyl)-N-(3-chloro-2-propen-1-yl)-4-benzyloxy-1-iodo-6-nitro-2-naphthylamine 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: 83.0%

: 542-75-6
E/Z-1,3-Dichloropropene

: 222535-08-2
N-(tert-butyloxycarbonyl)-4-benzyloxy-1-iodo-6-nitro-2-naphthylamine

: 222835-54-3
N-(tert-butyloxycarbonyl)-N-(3-chloro-2-propen-1-yl)-4-benzyloxy-1-iodo-6-nitro-2-naphthylamine

Guidance literature:: With sodium hydride; tetra-(n-butyl)ammonium iodide;
DOI:10.1039/a807884j

Reference yield:

: 79290-07-6
ethyl 4-hydroxy-6-nitro-2-naphthalenecarboxylate

: 222835-54-3
N-(tert-butyloxycarbonyl)-N-(3-chloro-2-propen-1-yl)-4-benzyloxy-1-iodo-6-nitro-2-naphthylamine

Guidance literature:: Multi-step reaction with 5 steps

1: K₂CO₃; Bu₄NI / dimethylformamide / 10 h / 23 °C

2: 10.648 g / aq. LiOH / tetrahydrofuran; methanol; H₂O / 4 h / 23 °C

3: 84 percent / Et₃N; 4A MS; diphenyl phosphorazidate / 15 h / Heating

4: 98 percent / TsOH*H₂O; NIS / tetrahydrofuran; methanol / 4 h / -40 °C

5: 83 percent / NaH / dimethylformamide / 1 h

With lithium hydroxide; N-iodo-succinimide; diphenyl phosphoryl azide; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 1: Alkylation / 2: Hydrolysis / 3: Curtius rearrangement / 4: Iodination / 5: deprotonation / 5: Alkylation;
DOI:10.1016/S0968-0896(00)00088-2

Reference yield:

: 222535-06-0
4-benzyloxy-6-nitro-2-naphthalenecarboxylic acid

: 222835-54-3
N-(tert-butyloxycarbonyl)-N-(3-chloro-2-propen-1-yl)-4-benzyloxy-1-iodo-6-nitro-2-naphthylamine

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / Et₃N; 4A MS; diphenyl phosphorazidate / 15 h / Heating

2: 98 percent / TsOH*H₂O; NIS / tetrahydrofuran; methanol / 4 h / -40 °C

3: 83 percent / NaH / dimethylformamide / 1 h

With N-iodo-succinimide; diphenyl phosphoryl azide; sodium hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: Curtius rearrangement / 2: Iodination / 3: deprotonation / 3: Alkylation;
DOI:10.1016/S0968-0896(00)00088-2