(E,2S)-8-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-3-oxo-1-phenyloct-4-ene

Base Information

Chemical Name:(E,2S)-8-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-3-oxo-1-phenyloct-4-ene
CAS No.:872033-26-6
Molecular Formula:C₂₇H₃₄N₂O₅
Molecular Weight:466.577
Hs Code.:

Synonyms:(E,2S)-8-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-3-oxo-1-phenyloct-4-ene

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Chemical Property of (E,2S)-8-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-3-oxo-1-phenyloct-4-ene

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Technology Process of (E,2S)-8-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-3-oxo-1-phenyloct-4-ene

There total 3 articles about (E,2S)-8-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-3-oxo-1-phenyloct-4-ene 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: 50.0%

: 69261-54-7,125982-42-5
1-(benzyloxycarbonyl)pyrrolidin-2-ol

: 176504-90-8
dimethyl [(3S)-4-phenyl-3-[N-(tert-butyloxycarbonyl)amino]-2-oxobutyl]phosphonate

: 872033-26-6
(E,2S)-8-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-3-oxo-1-phenyloct-4-ene

Guidance literature:: With potassium carbonate; In ethanol; at 20 ℃; for 72h;

Reference yield:

: 14468-80-5
N-benzyloxycarbonylpyrrolidin-2-one

: 872033-26-6
(E,2S)-8-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-3-oxo-1-phenyloct-4-ene

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride

2.1: potassium carbonate / acetonitrile / 0.25 h / 25 °C / Inert atmosphere

2.2: 48 h

With diisobutylaluminium hydride; potassium carbonate; In acetonitrile; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm3001136

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 872033-26-6
(E,2S)-8-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-3-oxo-1-phenyloct-4-ene

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 - -30 °C / Inert atmosphere

2.1: potassium carbonate / acetonitrile / 0.25 h / 25 °C / Inert atmosphere

2.2: 48 h

With n-butyllithium; potassium carbonate; In tetrahydrofuran; hexane; acetonitrile; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/jm3001136