ethyl (E)-5-{2-[(N-methoxycarbonyl-p-toluenesulfonylamino)methyl]phenyl}pent-2-enoate

Base Information

Chemical Name:ethyl (E)-5-{2-[(N-methoxycarbonyl-p-toluenesulfonylamino)methyl]phenyl}pent-2-enoate
CAS No.:1403502-55-5
Molecular Formula:C₂₃H₂₇NO₆S
Molecular Weight:445.536
Hs Code.:

Synonyms:ethyl (E)-5-{2-[(N-methoxycarbonyl-p-toluenesulfonylamino)methyl]phenyl}pent-2-enoate

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Chemical Property of ethyl (E)-5-{2-[(N-methoxycarbonyl-p-toluenesulfonylamino)methyl]phenyl}pent-2-enoate

Chemical Property:

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Technology Process of ethyl (E)-5-{2-[(N-methoxycarbonyl-p-toluenesulfonylamino)methyl]phenyl}pent-2-enoate

There total 2 articles about ethyl (E)-5-{2-[(N-methoxycarbonyl-p-toluenesulfonylamino)methyl]phenyl}pent-2-enoate 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: 90.0%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 1403502-54-4
N-methoxycarbonyl-N-[2-(3-oxopropyl)benzyl]-p-toluenesulfonamide

: 1403502-55-5
ethyl (E)-5-{2-[(N-methoxycarbonyl-p-toluenesulfonylamino)methyl]phenyl}pent-2-enoate

Guidance literature:: diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

N-methoxycarbonyl-N-[2-(3-oxopropyl)benzyl]-p-toluenesulfonamide; In tetrahydrofuran; mineral oil; at -78 - 0 ℃; for 1h; Inert atmosphere;
DOI:10.1002/anie.201204484

Reference yield:

: 14437-03-7
methyl tosylcarbamate

: 1403502-55-5
ethyl (E)-5-{2-[(N-methoxycarbonyl-p-toluenesulfonylamino)methyl]phenyl}pent-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0.17 h / 0 °C / Inert atmosphere

1.2: 1 h / -78 - 0 °C / Inert atmosphere

2.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

3.2: 1 h / -78 - 0 °C / Inert atmosphere

With sodium hydride; Dess-Martin periodane; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; toluene; mineral oil; 1.1: |Mitsunobu Displacement / 1.2: |Mitsunobu Displacement / 2.1: |Dess-Martin Oxidation / 3.1: |Horner-Wadsworth-Emmons Olefination / 3.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1002/anie.201204484

Reference yield: 94.0%

: 1403502-55-5
ethyl (E)-5-{2-[(N-methoxycarbonyl-p-toluenesulfonylamino)methyl]phenyl}pent-2-enoate

: 1403502-56-6
N-{2-[(E)-5-hydroxypent-3-en-1-yl]benzyl}-p-toluenesulfonamide

: 1403502-57-7
N-{2-[(Z)-5-hydroxypent-3-en-1-yl]benzyl}-p-toluenesulfonamide

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;
DOI:10.1002/anie.201204484