2-(diacetoxyiodo)-1-[(2S)-2-[(di-tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]-4,5-bis(ethoxymethoxy)benzene

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Chemical Name:2-(diacetoxyiodo)-1-[(2S)-2-[(di-tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]-4,5-bis(ethoxymethoxy)benzene
CAS No.:1607804-01-2
Molecular Formula:C₃₀H₄₆INO₁₄
Molecular Weight:771.598
Hs Code.:

Synonyms:2-(diacetoxyiodo)-1-[(2S)-2-[(di-tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]-4,5-bis(ethoxymethoxy)benzene

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Chemical Property of 2-(diacetoxyiodo)-1-[(2S)-2-[(di-tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]-4,5-bis(ethoxymethoxy)benzene

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Technology Process of 2-(diacetoxyiodo)-1-[(2S)-2-[(di-tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]-4,5-bis(ethoxymethoxy)benzene

There total 7 articles about 2-(diacetoxyiodo)-1-[(2S)-2-[(di-tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]-4,5-bis(ethoxymethoxy)benzene 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:

: 2754-27-0
trimethylsilyl acetate

: 1607804-26-1
methyl (S)-3-(4,5-bis(ethoxymethoxy)-2-iodophenyl)-2-(di-(tert-butoxycarbonyl)amino)propanoate

: 1607804-01-2
2-(diacetoxyiodo)-1-[(2S)-2-[(di-tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]-4,5-bis(ethoxymethoxy)benzene

Guidance literature:: With Selectfluor; In acetonitrile; at 20 ℃; for 8h; Inert atmosphere;

Reference yield:

: 59-92-7,90638-38-3
levodopa

: 1607804-01-2
2-(diacetoxyiodo)-1-[(2S)-2-[(di-tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]-4,5-bis(ethoxymethoxy)benzene

Guidance literature:: Multi-step reaction with 6 steps

1.1: thionyl chloride / 16 h / 0 °C / Inert atmosphere; Reflux

2.1: sodium hydrogencarbonate / tetrahydrofuran; water / 2 h / 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

3.2: 15 h / 0 - 40 °C / Inert atmosphere; Sealed tube

4.1: iodine; potassium carbonate / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

4.2: 2.5 h / 20 °C / Inert atmosphere

5.1: triethylamine; dmap / acetonitrile / 30 h / 20 °C / Inert atmosphere

6.1: Selectfluor / acetonitrile / 6.5 h / 20 °C / Inert atmosphere

With dmap; thionyl chloride; iodine; sodium hydrogencarbonate; potassium carbonate; Selectfluor; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1002/ejoc.201801608

Reference yield:

: (S)-methyl 3-(4,5-bis(ethoxymethoxy)-2-iodophenyl)-2-((tertbutoxycarbonyl)amino)propanoate

: 1607804-01-2
2-(diacetoxyiodo)-1-[(2S)-2-[(di-tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]-4,5-bis(ethoxymethoxy)benzene

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; dmap / acetonitrile / 30 h / 20 °C / Inert atmosphere

2: Selectfluor / acetonitrile / 6.5 h / 20 °C / Inert atmosphere

With dmap; Selectfluor; triethylamine; In acetonitrile;
DOI:10.1002/ejoc.201801608