methyl 2-diazo-5-cyclohexyl-5-hydroxy-3-oxopentanoate

Base Information

Chemical Name:methyl 2-diazo-5-cyclohexyl-5-hydroxy-3-oxopentanoate
CAS No.:1414868-30-6
Molecular Formula:C₁₂H₁₈N₂O₄
Molecular Weight:254.286
Hs Code.:

Synonyms:methyl 2-diazo-5-cyclohexyl-5-hydroxy-3-oxopentanoate

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Chemical Property of methyl 2-diazo-5-cyclohexyl-5-hydroxy-3-oxopentanoate

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Technology Process of methyl 2-diazo-5-cyclohexyl-5-hydroxy-3-oxopentanoate

There total 3 articles about methyl 2-diazo-5-cyclohexyl-5-hydroxy-3-oxopentanoate 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: 87.0%

: 133810-04-5
methyl 5-cyclohexyl-5-hydroxy-3-oxopentanoate

: 1414868-30-6
methyl 2-diazo-5-cyclohexyl-5-hydroxy-3-oxopentanoate

Guidance literature:: With 4-acetamidobenzenesulfonyl azide; triethylamine; In acetonitrile; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tetlet.2012.09.059 DOI:10.1016/j.tetlet.2012.09.059

Reference yield: 73.0%

: 24762-04-7
2-Diazo-3-oxo-butyric acid methyl ester

: 2043-61-0
cyclohexanecarbaldehyde

: 1414868-30-6
methyl 2-diazo-5-cyclohexyl-5-hydroxy-3-oxopentanoate

Guidance literature:: 2-Diazo-3-oxo-butyric acid methyl ester; With titanium tetrachloride; triethylamine; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

cyclohexanecarbaldehyde; In dichloromethane; at -78 ℃; for 4h; Inert atmosphere;
DOI:10.1021/jo400989q DOI:10.1039/c4ob01201a

Reference yield:

: 105-45-3
acetoacetic acid methyl ester

: 1414868-30-6
methyl 2-diazo-5-cyclohexyl-5-hydroxy-3-oxopentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

1.3: 5 h / -78 °C / Inert atmosphere

2.1: 4-acetamidobenzenesulfonyl azide; triethylamine / acetonitrile / 2 h / 0 °C / Inert atmosphere

With 4-acetamidobenzenesulfonyl azide; sodium hydride; triethylamine; In tetrahydrofuran; acetonitrile;
DOI:10.1016/j.tetlet.2012.09.059 DOI:10.1016/j.tetlet.2012.09.059