(S,E)-tert-butyl (2-methyl-8-oxo-8-(phenylamino)oct-5-en-4-yl)carbamate

Base Information

Chemical Name:(S,E)-tert-butyl (2-methyl-8-oxo-8-(phenylamino)oct-5-en-4-yl)carbamate
CAS No.:1595280-71-9
Molecular Formula:C₂₀H₃₀N₂O₃
Molecular Weight:346.47
Hs Code.:

Synonyms:(S,E)-tert-butyl (2-methyl-8-oxo-8-(phenylamino)oct-5-en-4-yl)carbamate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S,E)-tert-butyl (2-methyl-8-oxo-8-(phenylamino)oct-5-en-4-yl)carbamate

Chemical Property:

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Technology Process of (S,E)-tert-butyl (2-methyl-8-oxo-8-(phenylamino)oct-5-en-4-yl)carbamate

There total 4 articles about (S,E)-tert-butyl (2-methyl-8-oxo-8-(phenylamino)oct-5-en-4-yl)carbamate 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: 70.0%

: 1595280-68-4
(S,E)-tert-butyl (8-diazo-2-methyl-7-oxooct-5-en-4-yl)carbamate

: 62-53-3
aniline

: 1595280-71-9
(S,E)-tert-butyl (2-methyl-8-oxo-8-(phenylamino)oct-5-en-4-yl)carbamate

Guidance literature:: In acetonitrile; at 25 ℃; for 0.333333h; UV-irradiation;
DOI:10.1016/j.tet.2013.10.059

Reference yield:

: 13139-15-6,53296-34-7
N-tert-butoxycarbonyl-L-leucine

: 1595280-71-9
(S,E)-tert-butyl (2-methyl-8-oxo-8-(phenylamino)oct-5-en-4-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran / 12 h / 25 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C / Inert atmosphere

3.2: -78 - -30 °C

4.1: acetonitrile / 0.33 h / 25 °C / UV-irradiation

With dimethylsulfide borane complex; sodium hydride; In tetrahydrofuran; acetonitrile; mineral oil; 2.1: |Parikh-Doering Oxidation / 3.1: |Horner-Wadsworth-Emmons Olefination / 3.2: |Horner-Wadsworth-Emmons Olefination / 4.1: |Wolff Rearrangement;
DOI:10.1016/j.tet.2013.10.059

Reference yield:

: 82010-31-9
(S)-(1-hydroxymethyl-3-methylbutyl)carbamic acid tert-butyl ester

: 1595280-71-9
(S,E)-tert-butyl (2-methyl-8-oxo-8-(phenylamino)oct-5-en-4-yl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C / Inert atmosphere

2.2: -78 - -30 °C

3.1: acetonitrile / 0.33 h / 25 °C / UV-irradiation

With sodium hydride; In tetrahydrofuran; acetonitrile; mineral oil; 1.1: |Parikh-Doering Oxidation / 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination / 3.1: |Wolff Rearrangement;
DOI:10.1016/j.tet.2013.10.059