tert-butyl 3-benzyloxy-2-methoxy-4-(p-toluenesulfonyl)iminocyclohexa-2,5-dienylidenecarbamate

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Chemical Name:tert-butyl 3-benzyloxy-2-methoxy-4-(p-toluenesulfonyl)iminocyclohexa-2,5-dienylidenecarbamate
CAS No.:736137-91-0
Molecular Formula:C₂₆H₂₈N₂O₆S
Molecular Weight:496.584
Hs Code.:

Synonyms:tert-butyl 3-benzyloxy-2-methoxy-4-(p-toluenesulfonyl)iminocyclohexa-2,5-dienylidenecarbamate

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Chemical Property of tert-butyl 3-benzyloxy-2-methoxy-4-(p-toluenesulfonyl)iminocyclohexa-2,5-dienylidenecarbamate

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Technology Process of tert-butyl 3-benzyloxy-2-methoxy-4-(p-toluenesulfonyl)iminocyclohexa-2,5-dienylidenecarbamate

There total 10 articles about tert-butyl 3-benzyloxy-2-methoxy-4-(p-toluenesulfonyl)iminocyclohexa-2,5-dienylidenecarbamate 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: 96.0%

: 736137-90-9
N⁴-(tert-butyloxycarbonyl)-2-benzyloxy-3-methoxy-N¹-(p-toluenesulfonyl)benzene-1,4-diamine

: 736137-91-0
tert-butyl 3-benzyloxy-2-methoxy-4-(p-toluenesulfonyl)iminocyclohexa-2,5-dienylidenecarbamate

Guidance literature:: With lead(IV) acetate; In chloroform; at 25 ℃; for 2h;
DOI:10.1021/ja0472735 DOI:10.1021/ja064228j

Reference yield:

: 20041-61-6
2-hydroxy-3-methoxy-4-nitrobenzaldehyde

: 736137-91-0
tert-butyl 3-benzyloxy-2-methoxy-4-(p-toluenesulfonyl)iminocyclohexa-2,5-dienylidenecarbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 88 percent / K₂CO₃ / dimethylformamide / 14 h / 25 °C

2.1: 97 percent / aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 12 h / 25 °C

3.1: diphenylphosphoryl azide; Et₃N / tetrahydrofuran / 3 h / 25 °C

3.2: 78 percent / H₂O / tetrahydrofuran / 2 h / Heating

4.1: 89 percent / pyridine / 5 h / 25 °C

5.1: 92 percent / SnCl₂*2H₂O / dioxane; ethanol / 0.5 h / Heating

6.1: 94 percent / tetrahydrofuran / 14 h / Heating

7.1: 96 percent / Pb(OAc)4 / CHCl₃ / 2 h / 25 °C

With pyridine; lead(IV) acetate; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diphenylphosphoranyl azide; potassium carbonate; triethylamine; tin(ll) chloride; In tetrahydrofuran; 1,4-dioxane; ethanol; chloroform; N,N-dimethyl-formamide; tert-butyl alcohol; 3.2: Curtius rearrangement;
DOI:10.1021/ja064228j

Reference yield:

: 736137-86-3
2-benzyloxy-3-methoxy-4-nitrobenzoic acid

: 736137-91-0
tert-butyl 3-benzyloxy-2-methoxy-4-(p-toluenesulfonyl)iminocyclohexa-2,5-dienylidenecarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: diphenylphosphoryl azide; Et₃N / tetrahydrofuran / 3 h / 25 °C

1.2: 78 percent / H₂O / tetrahydrofuran / 2 h / Heating

2.1: 89 percent / pyridine / 5 h / 25 °C

3.1: 92 percent / SnCl₂*2H₂O / dioxane; ethanol / 0.5 h / Heating

4.1: 94 percent / tetrahydrofuran / 14 h / Heating

5.1: 96 percent / Pb(OAc)4 / CHCl₃ / 2 h / 25 °C

With pyridine; lead(IV) acetate; diphenylphosphoranyl azide; triethylamine; tin(ll) chloride; In tetrahydrofuran; 1,4-dioxane; ethanol; chloroform; 1.2: Curtius rearrangement;
DOI:10.1021/ja064228j