(2S,3S,4aS,5R,10R,10aR)-7-iodo-2,3-dimethoxy-5-((4-methoxybenzyl)oxy)-2,3-dimethyl-10-(((triisopropylsilyl)oxy)methyl)-2,3,4a,5,10,10a-hexahydro-[1,4]dioxino[2,3-d]imidazo[1,2-a]pyridine

Base Information

Chemical Name:(2S,3S,4aS,5R,10R,10aR)-7-iodo-2,3-dimethoxy-5-((4-methoxybenzyl)oxy)-2,3-dimethyl-10-(((triisopropylsilyl)oxy)methyl)-2,3,4a,5,10,10a-hexahydro-[1,4]dioxino[2,3-d]imidazo[1,2-a]pyridine
CAS No.:1252047-62-3
Molecular Formula:C₃₁H₄₉IN₂O₇Si
Molecular Weight:716.729
Hs Code.:

(2S,3S,4aS,5R,10R,10aR)-7-iodo-2,3-dimethoxy-5-((4-methoxybenzyl)oxy)-2,3-dimethyl-10-(((triisopropylsilyl)oxy)methyl)-2,3,4a,5,10,10a-hexahydro-[1,4]dioxino[2,3-d]imidazo[1,2-a]pyridine

Synonyms:(2S,3S,4aS,5R,10R,10aR)-7-iodo-2,3-dimethoxy-5-((4-methoxybenzyl)oxy)-2,3-dimethyl-10-(((triisopropylsilyl)oxy)methyl)-2,3,4a,5,10,10a-hexahydro-[1,4]dioxino[2,3-d]imidazo[1,2-a]pyridine

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Chemical Property of (2S,3S,4aS,5R,10R,10aR)-7-iodo-2,3-dimethoxy-5-((4-methoxybenzyl)oxy)-2,3-dimethyl-10-(((triisopropylsilyl)oxy)methyl)-2,3,4a,5,10,10a-hexahydro-[1,4]dioxino[2,3-d]imidazo[1,2-a]pyridine

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Technology Process of (2S,3S,4aS,5R,10R,10aR)-7-iodo-2,3-dimethoxy-5-((4-methoxybenzyl)oxy)-2,3-dimethyl-10-(((triisopropylsilyl)oxy)methyl)-2,3,4a,5,10,10a-hexahydro-[1,4]dioxino[2,3-d]imidazo[1,2-a]pyridine

There total 2 articles about (2S,3S,4aS,5R,10R,10aR)-7-iodo-2,3-dimethoxy-5-((4-methoxybenzyl)oxy)-2,3-dimethyl-10-(((triisopropylsilyl)oxy)methyl)-2,3,4a,5,10,10a-hexahydro-[1,4]dioxino[2,3-d]imidazo[1,2-a]pyridine 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: 89.0%

: 1252047-61-2
(2S,3S,4aS,5R,10R,10aR)-7,8-diiodo-2,3-dimethoxy-5-((4-methoxybenzyl)oxy)-2,3-dimethyl-10-(((triisopropylsilyl)oxy)methyl)-2,3,4a,5,10,10a-hexahydro-[1,4]dioxino[2,3-d]imidazo[1,2-a]pyridine

: 1252047-62-3
(2S,3S,4aS,5R,10R,10aR)-7-iodo-2,3-dimethoxy-5-((4-methoxybenzyl)oxy)-2,3-dimethyl-10-(((triisopropylsilyl)oxy)methyl)-2,3,4a,5,10,10a-hexahydro-[1,4]dioxino[2,3-d]imidazo[1,2-a]pyridine

Guidance literature:: With ethylmagnesium bromide; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/acschembio.8b00183

Reference yield:

: 1252047-60-1
(S)-1-[(2R,3R,5S,6S)-3-[(R)-(4,5-diiodo-1H-imidazol-2-yl)[(4-methoxybenzyl)oxy]methyl]-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl]-2-((triisopropylsilyl)oxy)ethanol

: 1252047-62-3
(2S,3S,4aS,5R,10R,10aR)-7-iodo-2,3-dimethoxy-5-((4-methoxybenzyl)oxy)-2,3-dimethyl-10-(((triisopropylsilyl)oxy)methyl)-2,3,4a,5,10,10a-hexahydro-[1,4]dioxino[2,3-d]imidazo[1,2-a]pyridine

Guidance literature:: Multi-step reaction with 2 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1 h / 65 °C

2: ethylmagnesium bromide / tetrahydrofuran / 1 h / 0 °C

With di-isopropyl azodicarboxylate; ethylmagnesium bromide; triphenylphosphine; In tetrahydrofuran;
DOI:10.1021/acschembio.8b00183

Reference yield: 93.0%

: 1252047-62-3
(2S,3S,4aS,5R,10R,10aR)-7-iodo-2,3-dimethoxy-5-((4-methoxybenzyl)oxy)-2,3-dimethyl-10-(((triisopropylsilyl)oxy)methyl)-2,3,4a,5,10,10a-hexahydro-[1,4]dioxino[2,3-d]imidazo[1,2-a]pyridine

: 536-74-3
phenylacetylene

: 1252047-64-5
(2S,3S,4aS,5R,10R,10aR)-2,3-dimethoxy-5-((4-methoxybenzyl)oxy)-2,3-dimethyl-7-(phenylethynyl)-10-(((triisopropylsilyl)oxy)methyl)-2,3,4a,5,10,10a-hexahydro-[1,4]dioxino[2,3-d]imidazo[1,2-a]pyridine

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide; at 80 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.tet.2010.07.037