[N-(tert-butyloxycarbonyl)amino]-2,4-dimethoxy-6-iodo-5-(methoxymethoxy)-3-methylbenzene

Base Information

Chemical Name:[N-(tert-butyloxycarbonyl)amino]-2,4-dimethoxy-6-iodo-5-(methoxymethoxy)-3-methylbenzene
CAS No.:227084-62-0
Molecular Formula:C₁₆H₂₄INO₆
Molecular Weight:453.274
Hs Code.:

Synonyms:[N-(tert-butyloxycarbonyl)amino]-2,4-dimethoxy-6-iodo-5-(methoxymethoxy)-3-methylbenzene

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Chemical Property of [N-(tert-butyloxycarbonyl)amino]-2,4-dimethoxy-6-iodo-5-(methoxymethoxy)-3-methylbenzene

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Technology Process of [N-(tert-butyloxycarbonyl)amino]-2,4-dimethoxy-6-iodo-5-(methoxymethoxy)-3-methylbenzene

There total 6 articles about [N-(tert-butyloxycarbonyl)amino]-2,4-dimethoxy-6-iodo-5-(methoxymethoxy)-3-methylbenzene 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: 74.0%

: 227084-75-5
[N-(tert-butyloxycarbonyl)amino]-2,4-dimethoxy-5-(methoxymethoxy)-3-methylbenzene

: 227084-62-0
[N-(tert-butyloxycarbonyl)amino]-2,4-dimethoxy-6-iodo-5-(methoxymethoxy)-3-methylbenzene

Guidance literature:: [N-(tert-butyloxycarbonyl)amino]-2,4-dimethoxy-5-(methoxymethoxy)-3-methylbenzene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at -25 ℃; for 2h;

With 1-chloro-2-iodoethane; In tetrahydrofuran; hexane; at 25 ℃; for 0.25h;
DOI:10.1021/jo991301y

Reference yield:

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

: 227084-62-0
[N-(tert-butyloxycarbonyl)amino]-2,4-dimethoxy-6-iodo-5-(methoxymethoxy)-3-methylbenzene

Guidance literature:: Multi-step reaction with 2 steps

1.1: 76 percent / tetrahydrofuran / 18 h / 65 °C

2.1: n-BuLi; TMEDA / tetrahydrofuran; hexane / 2 h / -25 °C

2.2: 74 percent / 1-chloro-2-iodoethane / tetrahydrofuran; hexane / 0.25 h / 25 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; 1.1: Substitution / 2.1: Metallation / 2.2: Iodination;
DOI:10.1021/jo991301y

Reference yield:

: 19676-67-6
2,4-dimethoxy-3-methylphenol

: 227084-62-0
[N-(tert-butyloxycarbonyl)amino]-2,4-dimethoxy-6-iodo-5-(methoxymethoxy)-3-methylbenzene

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / dimethylformamide / 0.08 h / 0 °C

1.2: 88 percent / Bu₄NI / dimethylformamide / 36 h / 25 °C

2.1: 88 percent / Cu(NO₃)2*2.5H₂O / acetic anhydride / 0 - 25 °C

3.1: 85 percent / Al-Hg / diethyl ether; ethanol; H₂O / 0 - 25 °C

4.1: 76 percent / tetrahydrofuran / 18 h / 65 °C

5.1: n-BuLi; TMEDA / tetrahydrofuran; hexane / 2 h / -25 °C

5.2: 74 percent / 1-chloro-2-iodoethane / tetrahydrofuran; hexane / 0.25 h / 25 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; aluminium amalgam; sodium hydride; copper(II) nitrate; In tetrahydrofuran; diethyl ether; ethanol; hexane; water; acetic anhydride; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Alkylation / 2.1: Nitration / 3.1: Reduction / 4.1: Substitution / 5.1: Metallation / 5.2: Iodination;
DOI:10.1021/jo991301y