(4S)-3-{(E)-3-[6-({[2-(1,3-dioxolan-2-yl)-1-(trimethylsilyl)ethyl][(trimethylsilyl)methyl]amino}methyl)-1,3-benzodioxol-5-yl]acryloyl}-4-benzyloxazolidin-2-one

Base Information

Chemical Name:(4S)-3-{(E)-3-[6-({[2-(1,3-dioxolan-2-yl)-1-(trimethylsilyl)ethyl][(trimethylsilyl)methyl]amino}methyl)-1,3-benzodioxol-5-yl]acryloyl}-4-benzyloxazolidin-2-one
CAS No.:1333384-03-4
Molecular Formula:C₃₃H₄₆N₂O₇Si₂
Molecular Weight:638.908
Hs Code.:

(4S)-3-{(E)-3-[6-({[2-(1,3-dioxolan-2-yl)-1-(trimethylsilyl)ethyl][(trimethylsilyl)methyl]amino}methyl)-1,3-benzodioxol-5-yl]acryloyl}-4-benzyloxazolidin-2-one

Synonyms:(4S)-3-{(E)-3-[6-({[2-(1,3-dioxolan-2-yl)-1-(trimethylsilyl)ethyl][(trimethylsilyl)methyl]amino}methyl)-1,3-benzodioxol-5-yl]acryloyl}-4-benzyloxazolidin-2-one

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Chemical Property of (4S)-3-{(E)-3-[6-({[2-(1,3-dioxolan-2-yl)-1-(trimethylsilyl)ethyl][(trimethylsilyl)methyl]amino}methyl)-1,3-benzodioxol-5-yl]acryloyl}-4-benzyloxazolidin-2-one

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Technology Process of (4S)-3-{(E)-3-[6-({[2-(1,3-dioxolan-2-yl)-1-(trimethylsilyl)ethyl][(trimethylsilyl)methyl]amino}methyl)-1,3-benzodioxol-5-yl]acryloyl}-4-benzyloxazolidin-2-one

There total 7 articles about (4S)-3-{(E)-3-[6-({[2-(1,3-dioxolan-2-yl)-1-(trimethylsilyl)ethyl][(trimethylsilyl)methyl]amino}methyl)-1,3-benzodioxol-5-yl]acryloyl}-4-benzyloxazolidin-2-one 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: 95.0%

: 1333383-86-0
2-(1,3-dioxolan-2-yl)-N-[(6-iodo-1,3-benzodioxol-5-yl)methyl]-1-(trimethylsilyl)-N-[(trimethylsilyl)methyl]ethanamine

: 90719-27-0
(S)-3-acryloyl-4-benzyloxazolidin-2-one

: 1333384-03-4
(4S)-3-{(E)-3-[6-({[2-(1,3-dioxolan-2-yl)-1-(trimethylsilyl)ethyl][(trimethylsilyl)methyl]amino}methyl)-1,3-benzodioxol-5-yl]acryloyl}-4-benzyloxazolidin-2-one

Guidance literature:: With palladium diacetate; potassium carbonate; triphenylphosphine; In acetonitrile; for 12h; Inert atmosphere; Reflux;
DOI:10.1002/ejoc.201100601

Reference yield:

: 1333383-84-8
tert-butyl N-[2-(1,3-dioxolan-2-yl)-1-(trimethylsilyl)ethyl]carbamate

: 1333384-03-4
(4S)-3-{(E)-3-[6-({[2-(1,3-dioxolan-2-yl)-1-(trimethylsilyl)ethyl][(trimethylsilyl)methyl]amino}methyl)-1,3-benzodioxol-5-yl]acryloyl}-4-benzyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: trifluoroacetic acid / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

2: potassium carbonate / acetonitrile / 0 °C / pH 10 / Reflux

3: potassium carbonate / acetonitrile / 10 h / Reflux

4: palladium diacetate; potassium carbonate; triphenylphosphine / acetonitrile / 12 h / Inert atmosphere; Reflux

With palladium diacetate; potassium carbonate; triphenylphosphine; trifluoroacetic acid; In dichloromethane; acetonitrile; 4: Heck coupling reaction;
DOI:10.1002/ejoc.201100601

Reference yield:

: 1333383-85-9
2-(1,3-dioxolan-2-yl)-1-(trimethylsilyl)-N-[(trimethylsilyl)methyl]-ethanamine

: 1333384-03-4
(4S)-3-{(E)-3-[6-({[2-(1,3-dioxolan-2-yl)-1-(trimethylsilyl)ethyl][(trimethylsilyl)methyl]amino}methyl)-1,3-benzodioxol-5-yl]acryloyl}-4-benzyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 10 h / Reflux

2: palladium diacetate; potassium carbonate; triphenylphosphine / acetonitrile / 12 h / Inert atmosphere; Reflux

With palladium diacetate; potassium carbonate; triphenylphosphine; In acetonitrile; 2: Heck coupling reaction;
DOI:10.1002/ejoc.201100601