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

Base Information

Chemical Name:ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-hydroxybut-2-enyloxy]-3-oxo-5-phenylpentanoate
CAS No.:1334180-37-8
Molecular Formula:C₁₈H₂₂N₂O₅
Molecular Weight:346.383
Hs Code.:

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

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

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

There total 10 articles about ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-hydroxybut-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: 96.0%

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

: 1334180-37-8
ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-hydroxybut-2-enyloxy]-3-oxo-5-phenylpentanoate

Guidance literature:: With sodium tris(acetoxy)borohydride; acetic acid; In ethyl acetate; at 50 ℃; for 5.5h; Inert atmosphere;
DOI:10.1002/chem.201101082

Reference yield:

: 1334180-36-7
ethyl (R)-2-diazo-3-oxo-5-(2-oxoethoxy)-5-phenylpentanoate

: 1334180-37-8
ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-hydroxybut-2-enyloxy]-3-oxo-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

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

2: sodium tris(acetoxy)borohydride; acetic acid / ethyl acetate / 5.5 h / 50 °C / Inert atmosphere

With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; ethyl acetate; 1: Wittig reaction;
DOI:10.1002/chem.201101082

Reference yield:

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

: 1334180-37-8
ethyl (R)-2-diazo-5-[(2E)-3-methyl-4-hydroxybut-2-enyloxy]-3-oxo-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 5 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

5: sodium tris(acetoxy)borohydride; acetic acid / ethyl acetate / 5.5 h / 50 °C / Inert atmosphere

With 4-acetamidobenzenesulfonyl azide; sodium tris(acetoxy)borohydride; ozone; acetic acid; triethylamine; triphenylphosphine; In dichloromethane; ethyl acetate; 4: Wittig reaction;
DOI:10.1002/chem.201101082