ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-oxobut-2-enyloxy]-3-oxo-5-phenylpentanoate

Base Information

Chemical Name:ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-oxobut-2-enyloxy]-3-oxo-5-phenylpentanoate
CAS No.:1334180-24-3
Molecular Formula:C₁₈H₂₀N₂O₅
Molecular Weight:344.367
Hs Code.:

Synonyms:ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-oxobut-2-enyloxy]-3-oxo-5-phenylpentanoate

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Chemical Property of ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-oxobut-2-enyloxy]-3-oxo-5-phenylpentanoate

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Technology Process of ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-oxobut-2-enyloxy]-3-oxo-5-phenylpentanoate

There total 8 articles about ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-oxobut-2-enyloxy]-3-oxo-5-phenylpentanoate 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:

: 1334180-29-8
ethyl (R)-5-(allyloxy)-3-oxo-5-phenylpentanoate

: 1334180-24-3
ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-oxobut-2-enyloxy]-3-oxo-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 4-acetamidobenzenesulfonyl azide; triethylamine / dichloromethane / 24 h / 20 °C / Inert atmosphere

2: ozone / dichloromethane / -78 °C / Inert atmosphere

3: triphenylphosphine / dichloromethane / 20 h / -78 - 20 °C / Inert atmosphere

4: dichloromethane / 50 h / 20 °C / Inert atmosphere

With 4-acetamidobenzenesulfonyl azide; ozone; triethylamine; triphenylphosphine; In dichloromethane; 4: Wittig reaction;
DOI:10.1002/chem.201101082

Reference yield:

: 1334180-35-6
(R)-3-allyloxy-3-phenylpropanenitrile

: 1334180-24-3
ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-oxobut-2-enyloxy]-3-oxo-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: methanesulfonic acid; zinc / tetrahydrofuran / 2 h / Reflux; Inert atmosphere

1.2: 1.5 h / 20 °C / Inert atmosphere

2.1: 4-acetamidobenzenesulfonyl azide; triethylamine / dichloromethane / 24 h / 20 °C / Inert atmosphere

3.1: ozone / dichloromethane / -78 °C / Inert atmosphere

4.1: triphenylphosphine / dichloromethane / 20 h / -78 - 20 °C / Inert atmosphere

5.1: dichloromethane / 50 h / 20 °C / Inert atmosphere

With methanesulfonic acid; 4-acetamidobenzenesulfonyl azide; ozone; triethylamine; triphenylphosphine; zinc; In tetrahydrofuran; dichloromethane; 5.1: Wittig reaction;
DOI:10.1002/chem.201101082

Reference yield:

: C₁₆H₁₈N₂O₇

: 1334180-24-3
ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-oxobut-2-enyloxy]-3-oxo-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: triphenylphosphine / dichloromethane / 20 h / -78 - 20 °C / Inert atmosphere

2: dichloromethane / 50 h / 20 °C / Inert atmosphere

With triphenylphosphine; In dichloromethane; 2: Wittig reaction;
DOI:10.1002/chem.201101082