N-(2-iodo-2-propenyl)-N-[(2E,4Z)-5-methoxycarbonyl-4-tert-butyldimethylsilyoxy-2,4-pentadienyl]-p-toluenesulfonamide

Base Information

Chemical Name:N-(2-iodo-2-propenyl)-N-[(2E,4Z)-5-methoxycarbonyl-4-tert-butyldimethylsilyoxy-2,4-pentadienyl]-p-toluenesulfonamide
CAS No.:459144-41-3
Molecular Formula:C₂₃H₃₄INO₅SSi
Molecular Weight:591.583
Hs Code.:

Synonyms:N-(2-iodo-2-propenyl)-N-[(2E,4Z)-5-methoxycarbonyl-4-tert-butyldimethylsilyoxy-2,4-pentadienyl]-p-toluenesulfonamide

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Chemical Property of N-(2-iodo-2-propenyl)-N-[(2E,4Z)-5-methoxycarbonyl-4-tert-butyldimethylsilyoxy-2,4-pentadienyl]-p-toluenesulfonamide

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Technology Process of N-(2-iodo-2-propenyl)-N-[(2E,4Z)-5-methoxycarbonyl-4-tert-butyldimethylsilyoxy-2,4-pentadienyl]-p-toluenesulfonamide

There total 5 articles about N-(2-iodo-2-propenyl)-N-[(2E,4Z)-5-methoxycarbonyl-4-tert-butyldimethylsilyoxy-2,4-pentadienyl]-p-toluenesulfonamide 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: 21.0%

: 204388-77-2
N-(2-iodo-2-propenyl)-p-toluenesulfonamide

: 459144-40-2
methyl (2Z,4E)-6-bromo-3-tert-butyldimethylsiloxy-2,4-hexadienoate

: 459144-41-3
N-(2-iodo-2-propenyl)-N-[(2E,4Z)-5-methoxycarbonyl-4-tert-butyldimethylsilyoxy-2,4-pentadienyl]-p-toluenesulfonamide

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;
DOI:10.1021/jo0258397

Reference yield:

: 147086-20-2
(E)-3-Oxo-hex-4-enoic acid methyl ester

: 459144-41-3
N-(2-iodo-2-propenyl)-N-[(2E,4Z)-5-methoxycarbonyl-4-tert-butyldimethylsilyoxy-2,4-pentadienyl]-p-toluenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / triethylamine; DMAP / CH₂Cl₂ / 24 h / 20 °C

2: 58 percent / N-bromosuccinimide; benzoyl peroxide / CCl₄ / Heating

3: 21 percent / sodium hydride / dimethylformamide / 1.5 h / 20 °C

With dmap; N-Bromosuccinimide; sodium hydride; triethylamine; dibenzoyl peroxide; In tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0258397

Reference yield:

: 70-55-3
toluene-4-sulfonamide

: 459144-41-3
N-(2-iodo-2-propenyl)-N-[(2E,4Z)-5-methoxycarbonyl-4-tert-butyldimethylsilyoxy-2,4-pentadienyl]-p-toluenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / potassium carbonate / acetone / 18 h / Heating

2: 21 percent / sodium hydride / dimethylformamide / 1.5 h / 20 °C

With sodium hydride; potassium carbonate; In N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo0258397