(R,E)-ethyl 2-((diisopropylcarbamoyl)oxy)-2-phenylpent-3-enoate 5-dien-4-yl diisopropylcarbamate

Base Information

Chemical Name:(R,E)-ethyl 2-((diisopropylcarbamoyl)oxy)-2-phenylpent-3-enoate 5-dien-4-yl diisopropylcarbamate
CAS No.:1358760-01-6
Molecular Formula:C₂₀H₂₉NO₄
Molecular Weight:347.455
Hs Code.:

Synonyms:(R,E)-ethyl 2-((diisopropylcarbamoyl)oxy)-2-phenylpent-3-enoate 5-dien-4-yl diisopropylcarbamate

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Chemical Property of (R,E)-ethyl 2-((diisopropylcarbamoyl)oxy)-2-phenylpent-3-enoate 5-dien-4-yl diisopropylcarbamate

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Technology Process of (R,E)-ethyl 2-((diisopropylcarbamoyl)oxy)-2-phenylpent-3-enoate 5-dien-4-yl diisopropylcarbamate

There total 4 articles about (R,E)-ethyl 2-((diisopropylcarbamoyl)oxy)-2-phenylpent-3-enoate 5-dien-4-yl diisopropylcarbamate 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: 57.0%

: 1358759-94-0
(S,E)-1-phenylbut-2-enyl diisopropylcarbamate

: 623-49-4
ethyl cyanoformate

: 1358760-01-6
(R,E)-ethyl 2-((diisopropylcarbamoyl)oxy)-2-phenylpent-3-enoate 5-dien-4-yl diisopropylcarbamate

Guidance literature:: (S,E)-1-phenylbut-2-enyl diisopropylcarbamate; With n-butyllithium; In 4-methyl-morpholine; hexane; at -50 ℃; for 0.0833333h;

ethyl cyanoformate; In 4-methyl-morpholine; hexane; at -50 ℃; for 0.166667h; optical yield given as %ee;
DOI:10.1002/ejoc.201100970

Reference yield:

: 1358759-94-0
(S,E)-1-phenylbut-2-enyl diisopropylcarbamate

: 623-49-4
ethyl cyanoformate

: (S,E)-ethyl 2-((diisopropylcarbamoyl)oxy)-2-phenylpent-3-enoate 5-dien-4-yl diisopropylcarbamate

: 1358760-01-6
(R,E)-ethyl 2-((diisopropylcarbamoyl)oxy)-2-phenylpent-3-enoate 5-dien-4-yl diisopropylcarbamate

Guidance literature:: (S,E)-1-phenylbut-2-enyl diisopropylcarbamate; With n-butyllithium; In diethyl ether; hexane; at -50 ℃; for 0.0833333h;

ethyl cyanoformate; In diethyl ether; hexane; at -50 ℃; for 0.166667h; optical yield given as %ee;
DOI:10.1002/ejoc.201100970

Reference yield:

: 19009-39-3
N,N-diisopropylcarbamoyl chloride

: 1358760-01-6
(R,E)-ethyl 2-((diisopropylcarbamoyl)oxy)-2-phenylpent-3-enoate 5-dien-4-yl diisopropylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.33 h / -80 °C

1.2: 0.3 h / -80 - -50 °C

2.1: n-butyllithium / diethyl ether; hexane / 0.08 h / -50 °C

2.2: 0.17 h / -50 °C

With n-butyllithium; potassium hexamethylsilazane; In tetrahydrofuran; diethyl ether; hexane; toluene; 2.1: Sharpless kinetic resolution / 2.2: Sharpless kinetic resolution;
DOI:10.1002/ejoc.201100970